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Journal articles on the topic '2-amino pyrimidine'

Author: Grafiati

Published: 3 June 2025

Last updated: 31 July 2025

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1

Borrell, José I., Jordi Teixidó, Blanca Martínez-Teipel, et al. "An Unequivocal Synthesis of 4-Amino-1,5,6,8-tetrahydropyrido[2,3-d]pyrimidine-2,7-diones and 2-Amino-3,5,6,8-tetrahydropyrido[2,3-d]pyrimidine-4,7-diones." Collection of Czechoslovak Chemical Communications 61, no. 6 (1996): 901–9. http://dx.doi.org/10.1135/cccc19960901.

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An unequivocal set of procedures for the synthesis of 4-amino-1,5,6,8-tetrahydropyrido[2,3-d]pyrimidine-2,7-diones (7) and 2-amino-3,5,6,8-tetrahydropyrido[2,3-d]pyrimidine-4,7-diones (8), in a maximum of four steps from an α,β-unsaturated ester 1, is reported. Thus, the acid hydrolysis of the 2,4-diaminopyrido[2,3-d]pyrimidines 3 yields the 4-amino-2-oxopyrido[2,3-d]pyrimidines 7 while the cyclization of the Michael adducts 9 (formed by reaction of 1 and methyl cyanoacetate) with guanidine affords the corresponding 2-amino-4-oxopyrido[2,3-d]pyrimidines 8. Both isomers were also obtained by hy

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2

Sirakanyan, Spinelli, Geronikaki, et al. "Synthesis, Antitumor Activity, and Docking Analysis of New Pyrido[3’,2’:4,5]furo(thieno)[3,2-d]pyrimidin-8-amines." Molecules 24, no. 21 (2019): 3952. http://dx.doi.org/10.3390/molecules24213952.

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Continuing our research in the field of new heterocyclic compounds, herein we report on the synthesis and antitumor activity of new amino derivatives of pyrido[3’,2’:4,5](furo)thieno[3,2-d]pyrimidines as well as of two new heterocyclic systems: furo[2–e]imidazo[1,2-c]pyrimidine and furo[2,3-e]pyrimido[1,2-c]pyrimidine. Thus, by refluxing the 8-chloro derivatives of pyrido[3’,2’:4,5]thieno(furo)[3,2-d]pyrimidines with various amines, the relevant pyrido[3’,2’:4,5]thieno(furo)[3,2-d]pyrimidin-8-amines were obtained. Further, the cyclization of some amines under the action of phosphorus oxychlori

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3

Tiwari, Sangeeta, Ashok K. Yadav, and A. K. Mishra. "Some New Pyrido[2,3-d]pyridimines and their Nucleoside of Biological Importance." E-Journal of Chemistry 7, s1 (2010): S85—S92. http://dx.doi.org/10.1155/2010/812567.

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Chalcones (I) reacted with malanonitrile and ammonium acetate yielded 2-amino-3-cyano-4,6-disubstituted pyridines (II) in excellent yield. 4-Amino-5,7-disubstituted pyrido [2,3-d]pyrimidine-2(1H)-thiones (III), 4-amino-5,7-disubstituted pyrido[2,3-d]pyrimidines (IV) and 4-imino-3,5,7-trisubstituted pyrido[2,3-d]pyrimidin-2(1H)-ones (V) have been synthesized by the condensation of compound (II) with thiourea, formamide and arylisocynate respectively. The ribofuranosidesviz. 4-amino-5,7-disubstituted-1- [2',3',5'-tri-o-benzoyl-β,D-ribofuranosyl]pyrido[2,3-d]pyrimidine-2-(1H)-thiones (VI) and 4-i

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4

Abdelhamid, Abdou O., Zeineb H. Ismail, and Anhar Abdel-Aziem. "Reactions with Hydrazonoyl Halides 601: Synthesis of Thieno[2′,3′:4,5] Pyrimidino[1,2-b][1,2,4,5]tetrazines, [1]benzothieno[2′,3′:4,5]pyrimidino [1,2-b][1,2,4,5]tetrazines, Pyrazolo[3′,4′:4,5]pyrimidino[1,2-b] [1,2,4,5]tetrazines and Pyrazolo[3,4-d]pyridazines." Journal of Chemical Research 2007, no. 10 (2007): 609–16. http://dx.doi.org/10.3184/030823407x256118.

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Thieno[2′,3′:4,5]pyrimidino[1,2- b][1,2,4,5]tetrazine, [1]benzothieno-[2′,3′:4,5]pyrimidino[1,2- b][1,2,4,5]tetrazine, pyrazolo [3′,4′:4,5]pyrimidino[1,2- b][1,2,4,5]tetrazine, triazolo[4,3- a]pyrimidin-5(1 H)-one, 1-{[2-(1-benzofuran-2-yl)-5-phenyl-4,5-dihydro-1 H-pyrazol-1-yl]-4-substituted-1,3-thiazol-5-yl}-2-phenyldiazene, 3-acyl-4-(1-benzofuran-2-ylcarbonyl) pyrazole and pyrazolo[3,4- d]pyridazine derivatives could be obtained via reactions of hydrazonoyl halides with the appropriate pyrimidine-2-thione, 3-amino-5,6-dimethyl-2-sulfanylthieno[2,3- d]pyrimidin-4(3 H)-one, 5-amino-6-mercapto

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5

Hossain, M. I., and M. M. H. Bhuiyan. "Synthesis and Antimicrobial Activities of Some New Thieno and Furopyrimidine Derivatives." Journal of Scientific Research 1, no. 2 (2009): 317–25. http://dx.doi.org/10.3329/jsr.v1i2.2299.

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Fused pyrimidines, 8,9-dimethyl[1,2,4]triazolo[4,3-c]thieno[3,2-e]pyrimidine 5, 3,8,9-trimethyl[1,2,4]triazolo[4,3-c]thieno[3,2-e]pyrimidine 6, 4-benzylidinehydrazono-5,6 dimethylthieno[2,3-d]pyrimidine 7, 4-[4/-hydroxybenzylidine]hydrazono-5,6-dimethylthi-eno[2,3-d]pyrimidine 8, 4-[4/-tolylidin]hydrazono-5,6-dimethylthieno[2,3-d]pyrimidine 9, 4-[4/-nitrobenzylidine]hydrazono-5-ethyl-6-methylthieno[2,3-d]pyrimidine 10 and 4-[4/-chlorobenzylidine]hydrazono-5-ethyl-6-methylthieno[2,3-d]pyrimidine 11 are prepared in good yield by an initial treatment of 2-amino-4,5-dimethylthiophene-3-carbonitril

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6

Mallikarjunaswamy, C., D. G. Bhadregowda, and L. Mallesha. "Synthesis and Antimicrobial Activity of Pyrimidine Salts with Chloranilic and Picric Acids." Journal of Chemistry 2013 (2013): 1–5. http://dx.doi.org/10.1155/2013/727182.

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Pyrimidine salts such as 2-methyl-5-nitro-phenyl-(4-pyridin-3-yl-pyrimidin-2-yl)-amine (1) and 4-methyl-3-(4-pyridin-3-yl-pyrimidin-2-yl-amino)-phenyl-amine (2) with chloranilic and picric acids were synthesized, and theirin vitroantibacterial and antifungal activities were evaluated. The synthesized compounds were characterized by elemental analyses, UV-visible, FT-IR, and1H NMR spectral studies. Compound2aexhibited good inhibition towards antimicrobial activity compared to the other compounds.

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7

Ho, Yuh-Wen, and Maw Cherng Suen. "Thioxopyrimidine in Heterocyclic Synthesis I: Synthesis of Some Novel 6-(Heteroatom-substituted)-(thio)pyrimidine Derivatives." Journal of Chemistry 2013 (2013): 1–15. http://dx.doi.org/10.1155/2013/765243.

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A series of novel N-cycloalkanes, morpholine, piperazines, pyrazole, pyrimidine, benzimidazolo[1,2-a]pyrimidine, 1,2,3,4-tetrazolo[1,5-a]pyrimidine, azopyrazolo[1,5- a]pyrimidine, pyrimido[4', 5':3,4]pyrazolo[1,5-a]pyrimidines and pyridine derivatives incorporating a 5-cyano-4-methyl-2-phenyl-(thio)pyrimidine moiety were obtained by the intramolecular cyclization of 6-methylthio-pyrimidine, 6-(benzoylmethyl)thio- pyrimidine and 2-[(5-cyano-4-methyl-2-phenylpyrimidin-6-yl)thio]-3-dimethyl- amino-1-phenyl-prop-2-en-1-one with appropriate amines and enaminone compounds, respectively. The structur

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8

Harnden, MR, and DT Hurst. "The Synthesis and Chlorination of Some Pyrimidin-4-ols Having 5-Nitrogen Functionality." Australian Journal of Chemistry 43, no. 1 (1990): 47. http://dx.doi.org/10.1071/ch9900047.

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Syntheses of a number of pyrimidin-4-ols having 5-nitrogen functionality are described. Phosphorus oxychloride/diethylaniline chlorination of 6-amino-2-methylthio-5-nitropyrimidin-4-ol gave the corresponding 6-chloro derivative. However, 2-amino-6-methylthio-5-nitropyrimidin-4-ol failed to yield a 4-chloro derivative under the same conditions. Similar chlorination of 2,5-diaminopyrimidine-4,6-diol gave a poor yield of the 4,6-dichloro product but under these conditions 2-amino-5-benzoylaminopyrimidine-4,6-diol* gave 7-chloro-2-phenyloxazolo[5,4-d]pyrimidin-5-amine. 5-Acetylamino-2-methylthiopy

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9

Harnden, MR, and DT Hurst. "The Chemistry of Pyrimidinethiols. III. The Synthesis of Some Substituted Pyrimidinthiols and Some Thiazolo[5,4-D]pyrimidines." Australian Journal of Chemistry 43, no. 1 (1990): 55. http://dx.doi.org/10.1071/ch9900055.

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The preparation of a number of pyrimidinethiols and (substituted) thiopyrimidines has been carried out. The reaction of 5-acetylamino-2-aminopyrimidine-4,6-diol with phosphorus penta -sulfide in pyridine gave 5-amino-2-methylthiazolo[5,4-d]pyrimidine-7-thiol which was used to prepare several additional novel pyrimidine derivatives. Hydrolysis of the 4-carboxymethylthio derivative by using 5M hydrochloric acid gave 2,5-diamino-6-mercaptopyrimidin-4-ol hy -drochloride whilst hydrolysis of 2-methyl-7-methylthiothiazolo[5,4-d]pyrimidin-5-amine gave the corresponding 4-hydroxy derivative. Several 4

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10

Mohamed, Mosaad, Ramdan El-Domany, and Rania Abd El-Hameed. "Synthesis of certain pyrrole derivatives as antimicro-bial agents." Acta Pharmaceutica 59, no. 2 (2009): 145–58. http://dx.doi.org/10.2478/v10007-009-0016-9.

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Synthesis of certain pyrrole derivatives as antimicro-bial agentsIn an effort to establish new pyrroles and pyrrolo[2,3-d] pyrimidines with improved antimicrobial activity we report here the synthesis andin vitromicrobiological evaluation of a series of pyrrole derivatives. A series of new 2-aminopyrrole-3-carbonitriles (1a-d) were synthesized from the reaction of benzoin, primary aromatic amines and malononitrile, from which a number of pyrrole derivatives (2a-dto5a-d) and pyrrolo[2,3-d]pyrimidines (6a-dto10a, d) were synthesized. Thein vitroantimicrobial testing of the synthesized compounds

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11

Murat Saracoglu, Murat Saracoglu, Zulbiye Kokbudak Zulbiye Kokbudak, and M. Izzettin Yilmazer and Fatma Kandemirli M Izzettin Yilmazer and Fatma Kandemirli. "Synthesis and DFT Studies of Pyrimidin-1(2H)-ylaminofumarate Derivatives." Journal of the chemical society of pakistan 42, no. 5 (2020): 746. http://dx.doi.org/10.52568/000679.

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Pyrimidine derivatives have biological and pharmacological properties. Therefore, in this study we focused on the synthesis various Pyrimidine derivatives to make noteworthy contributions this class of heterocyclic compounds. In the present study, the new compounds (4-6) were obtained by the reactions of 1-amino-5-benzoyl-4-phenylpyrimidin-2(1H)-one (1), 1-amino-5-(4-methylbenzoyl)-4-(4-methylphenyl)pyrimidin-2(1H)-one (2) and 1-amino-5-(4-methoxybenzoyl)-4-(4-methoxyphenyl)pyrimidin-2(1H)-one (3) with dimethyl acetylenedicarboxylate. The structures of these compounds were proved by elemental

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12

Murat Saracoglu, Murat Saracoglu, Zulbiye Kokbudak Zulbiye Kokbudak, and M. Izzettin Yilmazer and Fatma Kandemirli M Izzettin Yilmazer and Fatma Kandemirli. "Synthesis and DFT Studies of Pyrimidin-1(2H)-ylaminofumarate Derivatives." Journal of the chemical society of pakistan 42, no. 5 (2020): 746. http://dx.doi.org/10.52568/000679/jcsp/42.05.2020.

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Pyrimidine derivatives have biological and pharmacological properties. Therefore, in this study we focused on the synthesis various Pyrimidine derivatives to make noteworthy contributions this class of heterocyclic compounds. In the present study, the new compounds (4-6) were obtained by the reactions of 1-amino-5-benzoyl-4-phenylpyrimidin-2(1H)-one (1), 1-amino-5-(4-methylbenzoyl)-4-(4-methylphenyl)pyrimidin-2(1H)-one (2) and 1-amino-5-(4-methoxybenzoyl)-4-(4-methoxyphenyl)pyrimidin-2(1H)-one (3) with dimethyl acetylenedicarboxylate. The structures of these compounds were proved by elemental

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13

Nielsen, P., and A. Bacher. "Biosynthesis of Riboflavin. A Simple Synthesis of the Substrate and Product of the Pyrimidine Deaminase and of Structural Analogs." Zeitschrift für Naturforschung B 43, no. 10 (1988): 1358–64. http://dx.doi.org/10.1515/znb-1988-1025.

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2-Amino-5-nitro-6-ribitylamino-4(3H)-pyrimidinone (7) was phosphorylated with chlorophosphoric acid yielding an isomer mixture containing about 63% of the 5´-phosphate 7a together with other monophosphates and bisphosphates of 7. Preparative HPLC afforded pure 7a. Catalytic hydrogenation of 7a yields the labile substrate of pyrimidine deaminase, 2,5-diamino-6-ribityl-amino-4(3H)-pyrimidinone 5´-phosphate (2a). The product of the enzyme, 5-amino-6-ribityl-amino-2,4(1H,3H)-pyrimidinedione 5´-phosphate (4a), can be obtained from 5-nitro-6-ribityl-amino-2,4(1H,3H)-pyrimidinedione (8) by an analogo

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14

Vicentes, Daniel E., Ricaurte Rodríguez, Patricia Ochoa, Justo Cobo, and Christopher Glidewell. "A concise and efficient synthesis of amino-substituted (1H-benzo[d]imidazol-1-yl)pyrimidine hybrids: synthetic sequence and the molecular and supramolecular structures of six examples." Acta Crystallographica Section C Structural Chemistry 75, no. 10 (2019): 1405–16. http://dx.doi.org/10.1107/s2053229619012087.

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A concise and efficient synthesis of a series of amino-substituted benzimidazole–pyrimidine hybrids has been developed, starting from the readily available N 4-(2-aminophenyl)-6-methoxy-5-nitrosopyrimidine-2,4-diamine. In each of N 5-benzyl-6-methoxy-4-(2-phenyl-1H-benzo[d]imidazol-1-yl)pyrimidine-2,5-diamine, C25H22N6O, (I), 6-methoxy-N 5-(4-methoxybenzyl)-4-[2-(4-methoxyphenyl)-1H-benzo[d]imidazol-1-yl]pyrimidine-2,5-diamine, C27H26N6O3, (III), 6-methoxy-N 5-(4-nitrobenzyl)-4-[2-(4-nitrophenyl)-1H-benzo[d]imidazol-1-yl]pyrimidine-2,5-diamine, C25H20N8O5, (IV), the molecules are linked into t

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15

Acosta, Lina M., Andrés F. Yepes, Alirio Palma, Justo Cobo, and Christopher Glidewell. "Six closely related 4,6-disubstituted 2-amino-5-formylpyrimidines: different ring conformations, polarized electronic structures, and hydrogen-bonded assembly in zero, one, two and three dimensions." Acta Crystallographica Section C Crystal Structure Communications 69, no. 2 (2013): 162–71. http://dx.doi.org/10.1107/s0108270112051049.

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In each of ethylN-{2-amino-5-formyl-6-[methyl(phenyl)amino]pyrimidin-4-yl}glycinate, C16H19N5O3, (I),N-{2-amino-5-formyl-6-[methyl(phenyl)amino]pyrimidin-4-yl}glycinamide, C14H16N6O2, (II), and ethyl 3-amino-N-{2-amino-5-formyl-6-[methyl(phenyl)amino]pyrimidin-4-yl}propionate, C17H21N5O3, (III), the pyrimidine ring is effectively planar, but in each of methylN-{2-amino-6-[benzyl(methyl)amino]-5-formylpyrimidin-4-yl}glycinate, C16H19N5O3, (IV), ethyl 3-amino-N-{2-amino-6-[benzyl(methyl)amino]-5-formylpyrimidin-4-yl}propionate, C18H23N5O3, (V), and ethyl 3-amino-N-[2-amino-5-formyl-6-(piperidin-

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16

Dabaeva, V. V., M. R. Baghdasaryan, I. M. Barkhudaryants, E. G. Paronikyan, and Sh Sh Dashyan. "Synthesis of new fused 3(4)-substituted 11-furylthieno[3,2-<i>d</i>]pyrimidine derivatives." Журнал общей химии 93, no. 9 (2023): 1351–57. http://dx.doi.org/10.31857/s0044460x23090056.

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A method was developed for the synthesis of new fused 3-alkyl-substituted derivatives of thieno[3,2- d ]pyrimidin-4(3 H )-ones based on 11-(2-furyl)-8,8-dimethyl-7,10-dihydro-8 H -pyrano[3′′,4′′:5′,6′]pyrido[3′,2′:4,5]-thieno[3,2- d ]pyrimidin-4(3 H )-one via nucleophilic substitution in the pyrimidine ring. A series of fused 4-amino-substituted 11-furylthieno[3,2- d ]pyrimidine derivatives was also synthesized from the corresponding 4-chloro derivative.

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17

Abdelhamid, Ismail A., Amr M. Abdelmoniem, Farid M. Sroor, Muhammed A. Ramadan, and Said A. S. Ghozlan. "Hantzsch-Like One-Pot Three-Component Synthesis of Heptaazadicyclopenta[a,j]anthracenes: A New Ring System." Synlett 31, no. 09 (2020): 895–98. http://dx.doi.org/10.1055/s-0040-1708001.

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A concise and efficient approach to novel tetrahydroheptaazadicyclopenta[a,j]anthracene-5,7-diones, by the reaction of aldehydes with two moles of 7-amino-2-methyl-3-phenylpyrazolo[1,5-a]pyrimidin-5-one is reported. Also, pyrazolo[1,5-a]pyrido[3,2-e]pyrimidine-7-carbonitrile derivatives were prepared by a three-component reaction of aldehydes, 7-amino-2-methyl-3-phenylpyrazolo[1,5-a]pyrimidin-5-one, and 3-aminocrotononitrile.

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18

Leyva-Acuña, Mario, Francisco Delgado-Vargas, Gabriela López-Angulo, and Julio Montes-Avila. "Ethyl (S)-2-Benzamido-5-[(4,6-dimethylpyrimidin-2-yl)amino]pentanoate." Molbank 2020, no. 4 (2020): M1166. http://dx.doi.org/10.3390/m1166.

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Pyrimidines are compounds with a wide range of biological activities, and the synthesis of pyrimidine derivatives—useful in chemical and medicinal applications—is important in medicinal chemistry. This work shows the synthesis under microwave irradiation of the novel compound ethyl (S)-2-benzamido-5-[(4,6-dimethylpyrimidin-2-yl)amino]pentanoate (3) from (S)-N-α-benzoyl-l-arginine ethyl ester hydrochloride (1) and acetylacetone (2). Compound 3 was easily purified, obtained in moderate yield (70%), and fully characterized by UV-Vis, FTIR-ATR spectroscopy, 1H-NMR, 13C-NMR, HRMS, and EI-MS.

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19

Innocenti, Paolo, Hannah Woodward, Lisa O'Fee, and Swen Hoelder. "Expanding the scope of fused pyrimidines as kinase inhibitor scaffolds: synthesis and modification of pyrido[3,4-d]pyrimidines." Organic & Biomolecular Chemistry 13, no. 3 (2015): 893–904. http://dx.doi.org/10.1039/c4ob02238f.

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A versatile and efficient entry into 2-amino-pyrido[3,4-d]pyrimidines was developed. Our strategy hinges on the concise preparation and derivatisation of 8-chloro-2-(methylthio)pyrido[3,4-d]pyrimidine intermediates to yield putative kinase inhibitors.

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20

Abu-Hashem, Ameen Ali, and Sami A. Al-Hussain. "Design, Synthesis of New 1,2,4-Triazole/1,3,4-Thiadiazole with Spiroindoline, Imidazo[4,5-b]quinoxaline and Thieno[2,3-d]pyrimidine from Isatin Derivatives as Anticancer Agents." Molecules 27, no. 3 (2022): 835. http://dx.doi.org/10.3390/molecules27030835.

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The current work aims to design and synthesis a new series of isatin derivatives and greatly enhances their cytotoxic activity. The derivatives 3-((bromophenyl) imino)-1-(morpholino (pyridine) methyl) indolin-2-one, 2-((oxoindoline) amino) benzoic acid, 3-(thiazolo-imino) indolinone, ethyl-2-((oxoindolin-3-ylidene)amino)-benzothiophene-3-carboxylate, 1-(oxoindoline)-benzo[4,5] thieno [2,3-d]pyrimidin-4(1H)-one, ethyl-2-(2-oxoindoline) hydrazine-1-carboxylate, N-(mercapto-oxo-pyrimidine)-2-(oxoindoline) hydrazine-1-carboxamide, N-(oxo-thiazolo[3,2-a] pyrimidine)-2-(oxoindolin-ylidene) hydrazine

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21

Abdel Halim, Shimaa, and Huwaida M. E. Hassaneen. "Experimental and theoretical study on the regioselective bis- or polyalkylation of 6-amino-2-mercapto-3H-pyrimidin-4-one using zeolite nano-gold catalyst and a quantum hybrid computational method." RSC Advances 12, no. 55 (2022): 35794–808. http://dx.doi.org/10.1039/d2ra06572j.

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The synthetic utility of 6-amino-2-mercapto-3H-pyrimidin-4-one 3 as building blocks for new poly (pyrimidine) by alkylation using the bis(halo) compounds and zeolite nano-gold as a catalyst was investigated.

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22

Youssif, Shaker, and Fatmah Agili. "One-pot Synthesis of Fused 2-Thiouracils: Pyrimidopyrimidines, Pyridopyrimidines and Imidazolopyrimidines." Zeitschrift für Naturforschung B 63, no. 7 (2008): 860–64. http://dx.doi.org/10.1515/znb-2008-0709.

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Several 6-substitued-1-methyl-2,5,7,8-tetrahydro-2-thiopyrimido[4,5-d]pyrimidine-4-ones and ethyl 7-amino-5-aryl-1-methyl-4-oxo-1,2,3,4-tetrahydro-2-thiopyrido[2,3-d]pyrimidines-6-carboxylates were synthesized by treatment of 6-amino-1-methyl-2-thiouracil with primary amines and formalin (40%), and with ethyl 3-aryl-2-cyanoacrylate respectively. 8-Substituted-7-hydroxy-3- methyl-2-thioxanthines were synthesized by the treatment of 6-amino-1-methyl-5-nitroso-2-thiouracil with benzylidene-anilines. Elemental and spectral analyses were performed for the new compounds.

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23

Mamaghani, Manouchehr. "Ultrasound-promoted synthesis of novel dihydropyrido[2,3-d:5,6- d`]dipyrimidine derivatives." JOURNAL OF ADVANCES IN CHEMISTRY 11, no. 5 (2015): 3567–75. http://dx.doi.org/10.24297/jac.v11i5.4475.

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An efficient synthesis of dihydropyrido[2,3-d:5,6-d`]pyrimidine derivatives was developed via one-pot three-component reaction of 6-amino-2-(alkylthio)-pyrimidine-4(3H)one and aryl aldehydes in the mixed solvent of glacial acetic acid and DMF (1:1, v:v) under ultrasonic irradiation. In this protocol novel fused dihydropyrido[2,3-d]pyrimidines were synthesized in high yields (80-97%) and lower reaction times (5-25 min).

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24

SB, Patil. "Anticancer Potential of Novel Pyrimidine Analogs: Recent Updates." Medicinal and Analytical Chemistry International Journal 8, no. 1 (2024): 1–6. http://dx.doi.org/10.23880/macij-16000189.

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Pyrimidine, having two nitrogen atoms, looks like pyridine and benzene. In nature, pyrimidine is present in different forms, such as the bases of DNA and RNA. Due to its structure, various kinds of biological activity have been observed. The substituted and fused pyrimidine derivatives were chemically synthesized and showed anti-cancer potential against cancer cell lines (SW480, A549, CCRF-CEM, THP-1, HepG2, HCT-116, PC3, Huh-7, CNE-2, MGC-803, and MDA-MB-435). Based on the experimental results, the substituted pyrimidines and fused derivatives showed remarkably enhanced anticancer activity, w

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25

Salahuddin, Md, Sunil Kakad, and S. M. Shantakumar. "Synthesis of Some Novel Thieno[2, 3-d] pyrimidines and their Antibacterial Activity." E-Journal of Chemistry 6, no. 3 (2009): 801–8. http://dx.doi.org/10.1155/2009/361282.

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Bromination of intermediate 1-[4-(6, 7-dihydro-5H-cyclopenta [4, 5] thieno[2, 3-d]pyrimidin-4-yl amino) phenyl] ethanone(4)yielded(5). Which upon reaction with different substituted benzothiazoles give a novel series of pyrimidine[6(a-g)]. However reaction of(5)with 4-chloro-2-triflouro acetyl aniline provided(6h). Similarly reaction of(5)with 5-amino tetrazole & 2-amino benzimidazole produced(6i)&(6j)respectively. All the synthesized compounds were tested against bacteria (Gram positive and Gram negative).

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26

Gong, Hai-Peng, Zheng-Jun Quan, and Xi-Cun Wang. "Palladium-catalyzed Hiyama cross-couplings of pyrimidin-2-yl tosylates with organosilanes." Journal of Chemical Research 46, no. 1 (2022): 174751982110671. http://dx.doi.org/10.1177/17475198211067163.

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An efficient palladium-catalyzed Hiyama reaction between various pyrimidin-2-yl tosylates with organosilanes has been developed. The use of CuCl with TBAF as additive is essential for promotion of the construction of the carbon–carbon bond. This procedure shows wide functional group tolerance for electrophilic pyrimidin-2-yl tosylates and has been extended to aromatic amino-substituted pyrimidin-2-yl tosylates, affording the desired C2-aryl and alkenyl pyrimidine derivatives in good to excellent yields.

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27

Pathak, Anoop K., Viney Chawla, and Shailendra K. Saraf. "Syntheses of 2-(6’-Fluorobenzothiazol-2’-ylamino)-4, 6-(disubstituted thiouriedo)-1,3-pyrimidine Derivatives as Antimicrobial Agents." E-Journal of Chemistry 8, no. 1 (2011): 240–44. http://dx.doi.org/10.1155/2011/820718.

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A new series of 1,3-pyrimidine derivatives (3a-f) have been synthesized by reacting 2,4,6-Trichloropyrimidine with nucleophilic reagents 2-amino-6-fluorobenzothiazole (1) in the presence of acetone. The (4,6- dichloro-pyrimidin-2-yl)-amine (2) so produced was then reacted to two moles of phenylthiourea derivatives to yield title compounds (3a-f). The structural assessment of the compounds (3a-f) was made on the basis of spectral data. The synthesized compounds were screened for theirin vitrogrowth inhibiting activity against different strains of bacteriaviz.,B. subtilis, E. coli, P. aeruginosa

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28

Mamaghani, M., K. Tabatabaeian, R. Araghi, A. Fallah, and R. Hossein Nia. "An Efficient, Clean, and Catalyst-Free Synthesis of Fused Pyrimidines Using Sonochemistry." Organic Chemistry International 2014 (November 16, 2014): 1–9. http://dx.doi.org/10.1155/2014/406869.

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In this report, synthesis of indenopyrido[2,3-d]pyrimidine and pyrimido[4,5-b]quinoline derivatives was investigated via one-pot three-component reaction between 6-amino-2-(alkylthio)-pyrimidin-4(3H)one, 1,3-indanedione, or 1,3-cyclohexadione and arylaldehyde under ultrasonic irradiation in ethylene glycol as solvent at 65°C. In these reactions fused pyrimidine derivatives were synthesized with high to excellent yields (82–97%) and short reaction times (10–33 min).

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29

Quesada, Antonio, Antonio Marchal, Manuel Melguizo, John N. Low, and Christopher Glidewell. "Symmetrically 4,6-disubstituted 2-aminopyrimidines and 2-amino-5-nitrosopyrimidines: interplay of molecular, molecular–electronic and supramolecular structures." Acta Crystallographica Section B Structural Science 60, no. 1 (2004): 76–89. http://dx.doi.org/10.1107/s0108768103024856.

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The structures of six symmetrically 4,6-disubstituted 2-aminopyrimidines, four of them containing a 5-nitroso substituent, have been determined. The nitroso compounds, in particular, exhibit polarized molecular–electronic structures leading to extensive charge-assisted hydrogen bonding. The intermolecular interactions observed include hard hydrogen bonds of N—H...N and N—H...O types together with O—H...O and O—H...N types in 2-amino-4,6-bis(2-hydroxyethylamino)-5-nitrosopyrimidine; soft hydrogen bonds of the C—H...O type in both 2-amino-4,6-bis(morpholino)-5-nitrosopyrimidine (3) and 2-amino-4

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30

Ahmed, Essam Kh, Mohamed A. Ameen, and Fathy F. Abdel-Latif. "Microwave-Assisted Synthesis of Novel Imidazo- and Pyrimidopyrido[4’,3’:4,5]thieno[2,3-d]pyrimidines." Zeitschrift für Naturforschung B 60, no. 2 (2005): 221–26. http://dx.doi.org/10.1515/znb-2005-0216.

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It is reported on the microwave-assisted synthesis of imidazo- and pyrimidopyrido [4’,3’:4,5]thieno[ 2,3-d]pyrimidines from 2-ethoxymethylene-amino-3-cyano-4,5,6,7-tetrahydrothieno[2,3-c]- pyridine-6-carboxylic acid ethyl ester and 4-chloro-pyridothieno[2,3-d]pyrimidine.

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31

(Miss), MAITREYEE DEBI. "Pyrimidine Antagonists. Part-II. Synthesis of some 2,4-Diamino-5-arylazo-6-(substituted- amino)pyrimidines and Studies of their Anticancer Activity." Journal of Indian Chemical Society Vol. 66, Jul 1989 (1989): 489–92. https://doi.org/10.5281/zenodo.6224144.

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Department of Chemical Technology, University College of Science and Technology, Calcutta University, Calcutta-700 009 <em>Manuscript received 27 March 1986, revised 2 May 1989, accepted 2 May 1989</em> Pyrimidine Antagonists. Part-II. Synthesis of  some 2,4-Diamino-5-arylazo-6-(substituted- amino)pyrimidines and Studies of their Anticancer Activity

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32

Lynch, Daniel E., and Ian McClenaghan. "2-Amino-4,6-bis(phenylthio)pyrimidine." Acta Crystallographica Section E Structure Reports Online 57, no. 1 (2000): o26—o27. http://dx.doi.org/10.1107/s1600536800017888.

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The structure of the title compound, C16H13N3S2, (I), consists of molecules that associateviaN—H...N and N—H...S interactions to form a linear one-dimensional hydrogen-bonded chain. The dihedral angles between the two phenyl rings and the pyrimidine ring are 74.94 (7) and 75.47 (7)°.

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33

Sun, Fei-Fei, Ning Ma, Zheng-Ming Li, and Hai-Bin Song. "2-Amino-4-(2,2,2-trifluoroethoxy)pyrimidine." Acta Crystallographica Section E Structure Reports Online 62, no. 9 (2006): o3864—o3865. http://dx.doi.org/10.1107/s1600536806029564.

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34

Journal, Baghdad Science. "Synthesis of Some Heterocyclic Compounds derived from 2-mercapto pyrimidine." Baghdad Science Journal 7, no. 2 (2010): 1014–22. http://dx.doi.org/10.21123/bsj.7.2.1014-1022.

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In this work 2-hydrazino pyrimidine (1) was prepared from 2-mercapto pyrimidine with hydrazine hydrate. Treatment of (1) with active methylene compounds gave 2-(3,5-dimethyl -1 H – Pyrazole-1-yl) pyrimidine , whereas the reaction of (1) with carboxylic anhydride namely maleic anhydride or 1,2,3,6-tetra hydro phthalic anhydride yielded 1-Pyrimidine-2-yl-1,2-dihydro pyridazine-3,6-dione (3) and 2 – Pyrimidin -2-yl -2,3,4 a ,5,8 a – hexahydro phthalazine 1,4 – dione (4) . Reaction of (1) with phenyl isothiocyanate and ethyl chloro acetate afforded 3-Phenyl-1,3-thiazolidine-2,4-dione-2( pyrimidine

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35

Askar, Firyal w., Huda A. Hassan, and Nahida A. Jinzeel. "Synthesis of Some Heterocyclic Compounds derived from 2-mercapto pyrimidine." Baghdad Science Journal 7, no. 2 (2010): 1014–22. http://dx.doi.org/10.21123/bsj.2010.7.2.1014-1022.

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In this work 2-hydrazino pyrimidine (1) was prepared from 2-mercapto pyrimidine with hydrazine hydrate. Treatment of (1) with active methylene compounds gave 2-(3,5-dimethyl -1 H – Pyrazole-1-yl) pyrimidine , whereas the reaction of (1) with carboxylic anhydride namely maleic anhydride or 1,2,3,6-tetra hydro phthalic anhydride yielded 1-Pyrimidine-2-yl-1,2-dihydro pyridazine-3,6-dione (3) and 2 – Pyrimidin -2-yl -2,3,4 a ,5,8 a – hexahydro phthalazine 1,4 – dione (4) . Reaction of (1) with phenyl isothiocyanate and ethyl chloro acetate afforded 3-Phenyl-1,3-thiazolidine-2,4-dione-2( pyrimidine

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36

Yokota, Kenichirou, Masayori Hagimori, Naoko Mizuyama, et al. "Synthesis, solid-state fluorescence properties, and computational analysis of novel 2-aminobenzo[4,5]thieno[3,2-d]pyrimidine 5,5-dioxides." Beilstein Journal of Organic Chemistry 8 (February 16, 2012): 266–74. http://dx.doi.org/10.3762/bjoc.8.28.

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New fluorescent compounds, benzo[4,5]thieno[3,2-d]pyrimidine 5,5-dioxides (3a–g), 2-amino-4-methylsulfanylbenzo[4,5]thieno[3,2-d]pyrimidine (6), and 2-amino-4-methylsulfanyl-7-methoxybenzo[4,5]furo[3,2-d]pyrimidine (7), were synthesized in good yields from heterocyclic ketene dithioacetals (1a–c) and guanidine carbonate (2a) or (S)-methylisothiourea sulfate (2b) in pyridine under reflux. Among the fused pyrimidine derivatives, compound 3c, which has an amino group at the 2-position and a benzylamino group at the 4-position of the pyrimidine ring, showed the strongest solid-state fluorescence.

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37

A.K., Khalafallah, and A. Ahmed M. "A novel and efficient method for the synthesis of 6-amino-pyrimidine-2(1H)-thiones derivatives, pyrido [2,3-d] pyrimidine-2(1H)-thiones derivatives and their glycosides." Chemistry International 3, no. 4 (2017): 469–76. https://doi.org/10.5281/zenodo.1473402.

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Simple condensation reaction of 6-amino-pyrimidine-2(1H)-thiones with aromatic aldhydes afforded 6-(arylidene-amino)-pyrimidine-2-(1H)-thiones derivatives, that react with -nitrostyrene to give pyrido[2,3-d] pyrimidine-2-(1H)-thiones derivatives , the latter compounds served as key intermediate for the synthesis of a new class of pyrimidine-S-glycosides by the reaction with α-bromoglucose tetracetate. Deacetylation of glycoside have been achieved The structure of the compounds were established and confirmed on the basis of their elemental analysis and spectral data.

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38

Elgemeie, Galal H., Ali M. Salah, Reham A. Mohamed, and Peter G. Jones. "Crystal structure of (E)-2-amino-4-methylsulfanyl-6-oxo-1-{[(thiophen-2-yl)methylidene]amino}-1,6-dihydropyrimidine-5-carbonitrile." Acta Crystallographica Section E Crystallographic Communications 71, no. 11 (2015): 1319–21. http://dx.doi.org/10.1107/s205698901501885x.

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The title compound, C11H9N5OS2, a 1-thiophen-2-ylmethyleneaminopyrimidine derivative, displays an essentially planar C—NH2group. The conformation across the N=C bond linking the pyrimidine and thienyl groups isE. The pyrimidine and thienyl ring systems subtend an inter-planar angle of 42.72 (5)°. In the crystal, molecules are linked by N–H...Nnitrileand N–H...O=C hydrogen bonds, forming chains parallel to thebaxis.

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39

Otero, Iran, Holger Feist, Dirk Michalik, Manfred Michalik, José Quincoces та Klaus Peseke. "Synthesis of Iso-C-nucleoside Analogues from 1-(Methyl 2-O-benzyl-4,6- O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)but-3-yn-2-ones". Zeitschrift für Naturforschung B 60, № 11 (2005): 1175–85. http://dx.doi.org/10.1515/znb-2005-1110.

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1-(Methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)but-3-yn-2-one (3a) reacted with 3-amino-1H-1,2,4-triazole and 5-aminopyrazole-4-carboxylic acid derivatives in the presence of base to furnish the triazolo[1,5-a]pyrimidine (5) and the pyrazolo[1,5- a]pyrimidines (8a - d), respectively. Treatment of 1-(methyl 2-O-benzyl-4,6-O-benzylidene-3- deoxy-α-D-altropyranosid-3-yl)-4-phenyl-but-3-yn-2-one (3b) with cyanacetamide, 2-cyano-N- (4-methoxyphenyl)acetamide und N-aryl-3-oxo-butyramides afforded the substituted nicotinonitriles (11a - d). Furthermore, reaction of 3b with 2-b

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40

Zhang, Qi, Yao Huang, Heran Cao, Fangyi Gong, Qingye Gan, and Beibei Mao. "Synthesis of tert-butyl 3-(2-(4-amino-3-(2-aminobenzo[d]oxazole-5-yl)-1H-pyrazole[3,4-d] pyrimidine-1-yl) ethoxy) propionate." Highlights in Science, Engineering and Technology 2 (June 22, 2022): 330–36. http://dx.doi.org/10.54097/hset.v2i.591.

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Tert-butyl 3-(2-(4-amino-3-(2-aminobenzo[d]oxazol-5-yl)-1H-pyrazole[3,4-d] pyrimidine-1-yl) ethoxy) propionate plays an important role in the whole synthesis route as an intermediate of target mTOR targeted PROTAC molecule PRO1. In this experiment, palladium catalyzed Suzuki reaction was used, the target compound tert-butyl 3-(2-(4-amino-3-(2-aminobenzo[d]oxazol-5-yl)-1H-pyrazole[3,4-d]pyrimidine-1-yl)ethoxy)propionate (compound 3) was synthesized from 5-(4,4,5,5-tetramethyl-1,3,2-dioxobenzaldehyde-2-yl) benzo[d]oxazole-2-amine (compound 1) and 3-(2-{4-amino-3-iodine-1H-pyrazole[3,4-d]pyrimidi

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41

Rodríguez, Ricaurte, Manuel Nogueras, Justo Cobo, and Christopher Glidewell. "Different hydrogen-bonded structures in the isomeric solvates 2-amino-6-anilino-4-methoxy-5-[(E)-4-nitrobenzylideneamino]pyrimidine dimethyl sulfoxide solvate and 2-amino-6-[methyl(phenyl)amino]-5-[(E)-4-nitrobenzylideneamino]pyrimidin-4(3H)-one dimethyl sulfoxide solvate." Acta Crystallographica Section C Crystal Structure Communications 65, no. 3 (2009): o111—o114. http://dx.doi.org/10.1107/s0108270109004181.

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The title solvates, (I) and (II), both C18H16N6O3·C2H6OS, are isomeric. The conformations adopted by the 6-substituent are significantly different, with the 6-aminophenyl unit remote from the nitrophenyl ring in methoxypyrimidine (I) but adjacent to it in pyrimidinone (II). Pairs of pyrimidine molecules in (I) are linked by N—H...N hydrogen bonds to form cyclic centrosymmetric dimers from which the dimethyl sulfoxide molecules are pendent, while in (II) a combination of three independent N—H...O hydrogen bonds links the components into a chain containing bothR22(8) andR42(8) rings, in which th

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42

Yengoyan, Aleksandr P., Vergush A. Pivazyan, Emma A. Ghazaryan, and Zhermen A. Azaryan. "Synthesis of Novel 2-Amino-substituted 6-Methyl-pyrimidin-4-ol Derivatives and Their Biological Evaluation." Letters in Organic Chemistry 16, no. 7 (2019): 575–83. http://dx.doi.org/10.2174/1570178615666181025120951.

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A series of novel derivatives based on 2-amino-substituted 4-methylpyrimidin-4-ols were synthesized by simple, accessible and efficient methods. 4-N-triazolyl derivatives were obtained from the corresponding 4-chloro derivatives, and O-substituted products, including compounds with a combination of the pyrimidine and oxadiazole rings in the molecule, were synthesized from the sodium salts of 2-amino-substituted pyrimidin-4-ols. The synthesized compounds showed a pronounced stimulating action on plants growth. Their growth stimulant activities were in the range of 46-93% compared to heteroauxin

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43

Hafez, Hend N., and Abdel-Rhman B. A. El-Gazzar. "Synthesis and evaluation of antitumor activity of new 4-substituted thieno[3,2-d]pyrimidine and thienotriazolopyrimidine derivatives." Acta Pharmaceutica 67, no. 4 (2017): 527–42. http://dx.doi.org/10.1515/acph-2017-0039.

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Abstract 3-Methyl-6-phenyl-2-thioxo-2,3-dihydrothieno[3,2-d]pyrimidin- 4(1H)-one (2), on treatment with phosphorous oxychoride, affored 4-chloro-3-methyl-6-phenyl -thieno[3,2-d]pyrimidine- 2(3H)-thione (3). A series of novel 6-phenyl-thieno[3,2-d]pyrimidine derivatives 4-9 bearing different functional groups were synthesized via treatment of compound 3 with different reagents. On the other hand, compound 2 was used to synthesize ethyl-[(3-methyl-6-phenyl-2-thioxo-2,3-dihydrothieno[ 3,2-d]pyrimidin-4-yl)-oxy]acetate (10), 2-hydrazinyl- -3-methyl-6-phenyl-thieno[3,2-d]pyrimidin-4(3H)-one (11), 3

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44

Yang, Ru Chun, Hui Zhu, Xuan Ye Jin, Qiang Xiao, and Yong Ju. "Synthesis of Bicyclic Furo[2,3-d]pyrimidine Deoxynucleosides Conjugated with N-Diisopropylphosphoryl Amino Acids." Advanced Materials Research 881-883 (January 2014): 405–9. http://dx.doi.org/10.4028/www.scientific.net/amr.881-883.405.

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A series of bicyclic furo[2,3-d]pyrimidine nucleosides conjugated with N-diisopropylphosphoryl amino acids were synthesized from 2′-deoxy-5-iodouridine. The key step is its cross coupling with the 5-phthalimido-1-pentyne under Sonogashira reaction condition. 5-Endo-dig electrophilic cyclization catalyzed by AgNO3 is used to afford the furo[2,3-d]pyrimidines.

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45

Huppatz, JL. "Systemic Fungicides. The Synthesis of Pyrazolo[1,5-a]pyrimidine Analogues of Carboxin." Australian Journal of Chemistry 38, no. 1 (1985): 221. http://dx.doi.org/10.1071/ch9850221.

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The synthesis of a series of pyrazolo [1,5-a] pyrimidine derivatives, structural analogues of the systemic fungicide carboxin, is described. A common intermediate incorporating structural features desirable for fungicidal activity, N-phenyl-3(5)-amino-5(3)-methylpyrazole-4- carboxamide (6), was used to prepare pyrazolo [1,5-a] pyrimidines variously substituted in positions 5 and 7 of the ring system. Bromination of N-phenyl-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxamide (8) occurred preferentially in the phenyl ring and the 6-bromo derivative was prepared by bromination of the corresponding 3

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46

Trilleras, Jorge, Alfredo Pérez-Gamboa, and Jairo Quiroga. "SNAr Reactions on 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde." Molbank 2022, no. 3 (2022): M1426. http://dx.doi.org/10.3390/m1426.

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We report the experimental results of unexpected aromatic nucleophilic substitution reaction products on 2-amino-4,6-dichloropyrimidine-5-carbaldehyde. The isolated compounds are products of amination, solvolysis, and condensation processes under mild and environmentally friendly conditions, due to the influence of structural factors of the starting pyrimidine and a high concentration of alkoxide ions. This method allows the building of pyrimidine-based compound precursors of N-heterocyclic systems.

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47

Mahmoud, M. R., A. A. Shalaby, T. A. Gad, and A. A. El-Khamry. "A facile synthesis and heteroannulation of pyrido[2,3-d]pyrimidine and related heterocyclic systems." Journal of Chemical Research 2009, no. 10 (2009): 612–15. http://dx.doi.org/10.3184/030823409x12523324765777.

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7-Amino-1,2,3,4-tetrahydro-4-oxo-2-thioxo-5-(3,4,5-trimethoxyphenyl)pyrido[2,3- d]pyrimidine (1) was prepared and reacted with methyl iodide and ethyl chloroacetate to give the S-alkylated products 2 and 3, respectively. The reaction of 1 or 3 with hydrazine hydrate yielded the same 2-hydrazino derivative 4. Treatment of 4 with 2,4-pentanedione, 2-acetylcyclohexanone and ethyl acetoacetate afforded the corresponding pyrazolylpyrido[2,3- d]pyrimidine derivatives (5–7), while phthalic anhydride gave the phthalazinyl compound 8. Ethoxymethylenemalononitrile with the hydrazine 4 formed the fused 1

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48

Lynch, Daniel E., and Ian McClenaghan. "2-Amino-4,6-bis(4-chlorophenylthio)pyrimidine." Acta Crystallographica Section E Structure Reports Online 57, no. 1 (2000): o11—o12. http://dx.doi.org/10.1107/s160053680001761x.

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The structure of the title compound, C32H22Cl4N6S4, (I), comprises two unique molecules that separately associateviaa three-centre N—H...N/S interaction to form two linear one-dimensional hydrogen-bonded chains. The dihedral angles between the two phenyl rings and the pyrimidine ring for each molecule are 84.6 (1) and 87.8 (1)°, and 83.9 (1) and 80.1 (1)°.

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49

Marchalín, Štefan, Františka Pavlíková, and Dušan Ilavský. "Synthesis and spectral properties of pyrrolo[3',4':5,6]-4H-pyrano[2,3-d]pyrimidine derivatives." Collection of Czechoslovak Chemical Communications 54, no. 5 (1989): 1336–45. http://dx.doi.org/10.1135/cccc19891336.

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The starting 2-amino-5-ethoxycarbonyl-6-chloromethyl-4-(2-furyl)-3-cyano-4H-pyran (I) afforded on condensation with triethoxymethane 2-ethoxymethylenamino-4H-pyran II; treatment of the latter with ammonia yielded 2-formamidino-3-cyano-4H-pyran III, which, when heated in dilute ethanol, cyclized to 4-amino-6-ethoxycarbonyl-5-(2-furyl)-7-chloromethyl-4H-pyrano[2,3-d]pyrimidine (IV). Compound IV reacted with alkyl- or arylamines to give substituted 5H,6H,8H-pyrrolo[3',4':5,6]-4H-pyrano[2,3-d]pyrimidines VI, one of which (VIb, R = p-CH3C6H4) was alternatively obtained from 2-formamidino-4H-pyrano

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50

CHAITANYA, G. DAVE, P. UPADHYAYA S., and R. SHAH P. "Study of Reaction between 2-Amino-3-cyanopyrroles and Isothiocyanates. Synthesis of 4-Aminopyrrolo[2,3-d]- pyrimidine-2(3 H)-thiones." Journal of Indian Chemical Society Vol. 68, Jul 1991 (1991): 396–97. https://doi.org/10.5281/zenodo.5992164.

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Department of Chemistry, St. Xavier's College, Navrangpura, Ahmedabad-380 009 <em>Manuscript received 31 October 1990, revised 7 May 1991, accepted 17 July 1991</em> Reaction of 2-amino-3-cyanopyrroles (1); with various isothiocyanates (2) has been studied. Structures of the synthesised 4 aminopyrrolo [2,3 a]pyrimidine 2(3<em>H</em>)- thiones (4) have been established and possibility of formation of pyrrolylthiourea (3) and 4 iminopyrrolo [2,3-a]pyrimidines (5) was ruled out on the basis of elemental analysis, spectral data and chemical reaction. 

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