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Journal articles on the topic '2-d]pyrimidine'

Author: Grafiati

Published: 4 June 2021

Last updated: 26 July 2025

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1

Stasevych, Maryna, Svitlana Sabat, Rostyslav Musyanovych, and Volodymyr Novikov. "Synthesis of condensed S-, N- containing heterocyclic systems on the base of 2-amino-4,9-dioxo-4,9-dihydronaphto[2,3-b]thiophene-3-ethylcarboxilate." Chemistry & Chemical Technology 2, no. 3 (2008): 157–62. http://dx.doi.org/10.23939/chcht02.03.157.

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Synthesis of a new 2-aryl-4Н-naphtho[2’,3’,4,5]thieno[2,3-d][1,3]oxazine-4,5,10-triones, 2-arylnaphtho[2’,3’,4,5]thieno[2,3-d][1,3]pyrimidine-4,5,10(3Н)-triones, 3-phenyl naphtho[2’,3’,4,5]thieno[2,3-d][1,3]pyrimidine-2,4,5,10(1Н, 3Н)-tetraone and 2-thioxo-2,3-dyhydronaphth[2’,3’,4,5]thieno[2,3-d]pyrimidine-4,5,10(1Н)-trione was carried out. The mechanism of 2-aryl-4Н-naphtho[2’,3’,4,5]thieno[2,3-d][1,3]oxazine-4,5,10-triones formation was suggested.

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2

Azam, Mohammed Afzal, Loganathan Dharanya, Charu Chandrakant Mehta, and Sumit Sachdeva. "Synthesis and biological evaluation of some novel pyrazolopyrimidines incorporating a benzothiazole ring system." Acta Pharmaceutica 63, no. 1 (2013): 19–30. http://dx.doi.org/10.2478/acph-2013-0001.

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In the present study, a series of benzothiazol derivatives 3a-l containing pyrazolo[3,4-d]pyrimidine moiety at the second position were synthesized and characterized by analytical and spectral data. The compounds were tested for their in vitro antimicrobial activity. Compounds 1-(1,3-benzothiazol-2- yl)-3-methyl-4-phenyl-1H-pyrazolo[3,4-d]pyrimidine (3a), 1- (1,3-benzothiazol-2-yl)-4-(4-chlorophenyl)-3-methyl-1H-pyrazolo[ 3,4-d]pyrimidine (3d) and 1-(1,3-benzothiazol-2-yl)- 3-methyl-4-substituted phenyl-1H-pyrazolo[3,4-d]pyrimidines (3h-j) showed significant inhibitory activity against P. aeru

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3

Tank, Manishkumar Jinabhai, Navinkumar A. Kucha, Chirag G. Naik, Tina R. Barot, and G. M. Malik. "Adamantane-pyrido[2,3-d]pyrimidine Derivatives; Synthesis, Characterization and Investigation of Antimicrobial Study." Oriental Journal Of Chemistry 39, no. 2 (2023): 393–402. http://dx.doi.org/10.13005/ojc/390219.

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Target molecules based on Adamantane-pyrido[2,3-d]pyrimidine derivatives were prepared. Adamantane-pyrido[2,3-d]pyrimidine series using N-(hydroxyadamantan-1-yl)-5-(2,4-substitutedphenyl)-2-Methyl-4-Oxo-7-(2-oxo-2H-Chromen-3-yl)pyrido[2,3-d]Pyrimidine-3(4H)carboxamide (6a-j) was synthesized by reaction between 3-(2-chloroacetyl)-5-(2,4-substitutedphenyl)-2-Methyl-7-(2-Oxo-2H-Chromen-3-yl) pyrido[2,3-d]pyrimidin-4(3H)-one (5a-j) and 3-aminoadamantan-1-ol. These derivatives of Adamantane-pyrido[2,3-d]Pyrimidine were investigated in vitro for their biological characteristics against the strains w

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4

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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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

Bhagwanrao, P. V., P. G. Ingole, and S. R. Butle. "SYNTHESIS AND BIOLOGICAL EVALUATION OF 2-PHENYLPYRIDO[2,3-D] PYRIMIDINE DERIVATIVES AS CYCLIN-DEPENDENT KINASE (CDK) INHIBITORS." INDIAN DRUGS 56, no. 05 (2019): 50–58. http://dx.doi.org/10.53879/id.56.05.11698.

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We report a novel scaffold of 2-phenylpyrido[2,3-d]pyrimidine derivatives designed as structural analogues of dinaciclib. Sixteen derivatives were synthesised and evaluated for their CDK2/5 inhibition activity. Compounds 4-(2-(3-methoxybenzylidene)hydrazineyl)-2-phenylpyrido[2,3-d]pyrimidine (7i) and 4-(2-(3-nitrobenzylidene)hydrazineyl)-2-phenylpyrido[2,3-d]pyrimidine (7n) show promising IC50 and kinase selectivity. These compounds also show moderate anti-proliferative activity in the colon cancer HCT116 and breast cancer MCF7 cell lines. In molecular docking studies with CDK2, compounds 7i a

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7

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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8

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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9

Bakhite, E. A., A. E. Abdel-Rahman, O. S. Mohamed, and E. A. Thabet. "synthesis of Some New Pyridothienopyrimidines and Related [1,2,4]Triazolopyridothienopyrimidines." Journal of Chemical Research 2003, no. 2 (2003): 58–59. http://dx.doi.org/10.3184/030823403103173156.

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4-Chloro-9-phenyl-7-(2-thienyl)pyrido[3′,2′:4,5]thieno[3,2- d]pyrimidine (5) and 3-amino-3,4-dihydro-4-imino-9-phenyl-7-(2-thienyl)pyrido[3′,2′:4,5]thieno[3,2- d]pyrimidine (19) were prepared and employed as precursors for synthesizing the fused-ring compounds of the title.

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10

SEELA, F., H. WINTER, and M. MOELLER. "ChemInform Abstract: Pyrazolo(3,4-d)pyrimidine 2′-Deoxy- and 2′,3′-Dideoxyribonucleosides: Glycosylation of 4-Methoxypyrazolo(3,4-d)pyrimidine." ChemInform 25, no. 19 (2010): no. http://dx.doi.org/10.1002/chin.199419274.

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11

Abdel-Hafez, Shams H., Ragaa A. Ahmed, Mohamed A. Abdel-Azim, and Khairy M. Hassan. "Selenium containing Heterocycles: Part 1. Synthesis of Some New Substituted Pyrido[3′,2′:4,5]selenolo[3,2-d]pyrimidines and Related Fused Tetracyclic Systems." Journal of Chemical Research 2007, no. 10 (2007): 580–84. http://dx.doi.org/10.3184/030823407x25506.

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New series of selenolo[2,3- b]pyridine, pyrido[3′,2′:4,5]selenolo[3,2- d]pyrimidine, 7,8-dihydro-2,4-dimethylpyrrolo [1,2- a]pyrido[3′,2′:4,5]selenolo[3,2- d]pyrimidin-10(6 H)-one and 7,9-dimethylpyrido[3′,2′:4,5]selenolo[3,2- d][1,2,4] triazolo[4,3- c]pyrimidine derivatives were synthesised from 3-cyano-4,6-dimethylpyridine-2(1 H)-selenone (1). Spectroscopic (IR, 1H, MS) of the newly synthesised compounds are reported.

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12

Hashmi, Imran Ali, Holger Feist, Manfred Michalik, Helmut Reinke та Klaus Peseke. "Dimethylaminomethylene-α-D-xylo-hept-5-ulofuranurononitrile as Building Block in the Synthesis of ‘Reversed’ C-Nucleoside Analogues". Zeitschrift für Naturforschung B 61, № 3 (2006): 292–300. http://dx.doi.org/10.1515/znb-2006-0309.

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Abstract 3-O-Benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminomethylene)-α-D-xylo-hept-5-ulofuranurononitrile (1) was reacted with amidinium salts, S-methylisothiouronium sulfate, and guanidinium chloride, respectively, in the presence of bases to furnish the 4-(3-O-benzyl-1,2-O-isopropylidene- α-D-xylo-tetrofuranos-4-yl)pyrimidine-5-carbonitriles 2 and the 4-(1,2-O-isopropylidene- α-D-glycero-tetr-3-enofuranos-4-yl)pyrimidine-5-carbonitriles 3, respectively. Treatment of 1 with ethyl 5-aminopyrazole-4-carboxylates yielded the ethyl 7-(3-O-benzyl-1,2-O-isopropylidene- α-D-xylo-tetrofuranos-

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13

Singh, Shiv Dev, Arvind Kumar, Firoz Babar, Neetu Sachan, and Arun Kumar Sharma. "Synthesis of Novel 3(N,N-dialkylamino)alkyl/phenyl Substituted Thieno [2,3-d]pyrimidinones as H1-Anti-Histaminic and Antimicrobial Agents." Current Bioactive Compounds 15, no. 1 (2019): 63–70. http://dx.doi.org/10.2174/1573407214666180226130957.

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Background: Thienopyrimidines are the bioisoster of quinazoline and unlike quinazoline exist in three isomeric forms corresponding to the three possible types annulation of thiophene to the pyrimidine ring viz thieno[2,3-d] pyrimidine, thieno[3,2-d] pyrimidine and thieno[3,4-d]pyrimidine. Heterocyclic containing the thienopyrimidinone moiety exhibits various pronounced activities such as anti-hypertensive, analgesic and anti-inflammatory, antiviral, platelet aggregation inhibitory, antiprotozoal bronchodilatory, phosphodiesterase inhibitory, antihistaminic, antipsychotic and antimicrobial acti

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14

Kut, D., M. M. Kut, and R. T. Mariychuk. "SYNTHESIS OF N-ALKENYL(ALKYNYL)-5,6-DIMETHYL-2-(THIOPHEN-2-YL)THIENO[2,3-d]PYRIMIDIN-4-AMINES AND THEIR IN SILICO STUDY ON GROUP II CHITINASE (ChtII) INHIBITION." Scientific Bulletin of the Uzhhorod University. Series «Chemistry» 52, no. 2 (2024): 75–82. https://doi.org/10.24144/2414-0260.2024.2.75-82.

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Research in the chemistry of heterocyclic compounds, particularly condensed pyrimidine frameworks, aimed at developing drugs with diverse therapeutic properties. Among these compounds, special attention is given to thieno[2,3-d]pyrimidine derivatives due to their potential as drug candidates. This study presents the synthesis of a series of N-alkenyl(alkynyl)-5,6-dimethyl-2-(thiophen-2-yl)-thieno[2,3-d]pyrimidin-4-amines via the amination reaction of 5,6-dimethyl-2-(thiophen-2-yl)-4-chlorothieno[2,3-d]pyrimidine with unsaturated amines (allyl-, diallyl-, and propargylamine), enabling potential

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15

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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16

Seela, Frank, Holger Winter, and Marianne Möller. "Pyrazolo[3,4-d]pyrimidine 2′ -Deoxy- and 2′,3′ -Dideoxyribonucleosides: Studies on the glycosylation of 4-methoxypyrazolo[3,4-d]pyrimidine." Helvetica Chimica Acta 76, no. 4 (1993): 1450–58. http://dx.doi.org/10.1002/hlca.19930760405.

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17

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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18

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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19

S., EL-BAHAIB, G. ASSY M., and F. HEIKAL A. "Synthesis of Pyrimido[ 4, 5-d]pyrimidine, Thieno[2,3-d]pyrimidines and 4-Substituted-pyrimidines." Journal of Indian Chemical Society Vol. 67, April 1990 (1990): 327–29. https://doi.org/10.5281/zenodo.6163272.

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Chemistry Department, Faculty of Science, Zagazig University, Zagazig, A.B. Egypt <em>Manuscript received 3 March 1989, revised 23 October 1989, accepted 21 November 1989</em> 4-Arylaminopyrimidines (1c- e), pyrimido[4,5-<em>d</em>]pyrimidine (4) and thieno[2,3-d]-pyrimidine-7,7-dioxide (3c) were readily synthesised from 4-chloro-2-(4-ehlorophenyl)- 5-acetyl 6-methylpyrimidine (1b).  

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20

Kryvoruchko, A. R., D. Kut, M. M. Kut, and A. O. Krivovjaz. "INTERACTION OF 4-(ALLYLOXY)-5,6-DIMETHYL-2-(THIOPHEN-2-YL)THIENO[2,3-d]PYRIMIDINE WITH TELLURIUM-CONTAINING ELECTROPHILIC REAGENTS." Scientific Bulletin of the Uzhhorod University. Series «Chemistry» 52, no. 2 (2024): 47–52. https://doi.org/10.24144/2414-0260.2024.2.47-52.

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The chemistry of tellurium-containing electrophilic reagents remains less explored and studied compared to other chalcogen-containing electrophiles. This study investigates the interaction of tellurium tetrahalides and p-methoxyphenyltellurium trichloride with 4-(allyloxy)-5,6-dimethyl-2-(thiophen-2-yl)thieno[2,3-d]pyrimidine. It was found that reactions with in situ generated tellurium tetrahalides in glacial acetic acid lead to the formation of adducts with a 1:1 composition of 4-(allyloxy)-5,6-dimethyl-2-(thiophen-2-yl)thieno[2,3-d]pyrimidine-tellurium tetrahalide, confirmed by ¹H NMR spect

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21

Muzychka, Lyubov, Iryna Yaremchuk, Iryna Yaremchuk, and Oleg Smolii. "7-Substituted pyrrolo[2,3-d]pyrimidines for the synthesis of new 1-deazapyrimido[1,2,3-cd]purines." French-Ukrainian Journal of Chemistry 5, no. 2 (2017): 15–23. http://dx.doi.org/10.17721/fujcv5i2p15-23.

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Few examples of new heterocyclic 1-deazapyrimido[1,2,3-cd]purine derivatives were synthesized by intramolecular cyclization of methyl 7-(oxiran-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylates. The latter were obtained by iodolactonization of 7-allylpyrrolo[2,3-d]pyrimidine-6-carboxylic acids.

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22

Trilleras, Jorge, Jairo Quiroga, Justo Cobo, et al. "Anhydrous versus hydrated N 4-substituted 1H-pyrazolo[3,4-d]pyrimidine-4,6-diamines: hydrogen bonding in two and three dimensions." Acta Crystallographica Section B Structural Science 64, no. 5 (2008): 610–22. http://dx.doi.org/10.1107/s0108768108019903.

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Ten new N 4-substituted 1H-pyrazolo[3,4-d]pyrimidine-4,6-diamines have been synthesized and the structures of nine of them are reported here, falling into two clear groups, those which are stoichiometric hydrates and those which crystallize in solvent-free forms. In each of N 4-methyl-N 4-phenyl-1H-pyrazolo[3,4-d]pyrimidine-4,6-diamine, C12H12N6 (I), N 4-cyclohexyl-N 4-methyl-1H-pyrazolo[3,4-d]pyrimidine-4,6-diamine, C12H18N6 (II), and N 4-(3-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidine-4,6-diamine, C11H9ClN6 (III), the molecules are linked into hydrogen-bonded sheets. The molecules of 2-{4-(6-a

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23

Hussein, Khlood Abdulla Ahmed, and Yacoob Abdulla Kassium. "Synthesis and characterization of some New 2- and 6- substituted of 5- Acetyl - 4- (P- phenyl) Pyrimidine and substituted thieno [2, 3- d] Pyrimidine." University of Aden Journal of Natural and Applied Sciences 25, no. 2 (2021): 273–82. http://dx.doi.org/10.47372/uajnas.2021.n2.a05.

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The series of new pyrimidines derivatives 2- and 6- Substituted of 5 - Acetyl - 4 - (P- phenyl) Pyrimidine and Substituted thieno [2, 3- d] Pyrimidine are synthesis by the reaction between some substituted of benzaldehydes with ethyl aceto acetate in the present of ethanol as a solvent to give the products(3e-h), when react alkyl halide with (3e-h) in ethanol obtain new Pyrimidine derivatives(4e-h) heating them with phosphorous oxy chloride in dioxane to form (5e-h) which reacts with thiourea in ethanol to produce (6e-h) these compounds reacting with chloro acetic acid to form new Substituted

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24

Hussein, Khlood Abdulla Ahmed, and Yacoob Abdulla Kassium. "Synthesis and characterization of some New 2- and 6- substituted of 5- Acetyl - 4- (P- phenyl) Pyrimidine and substituted thieno [2, 3- d] Pyrimidine." University of Aden Journal of Natural and Applied Sciences 25, no. 2 (2021): 273–82. http://dx.doi.org/10.47372/uajnas.2021.n2.a05.

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The series of new pyrimidines derivatives 2- and 6- Substituted of 5 - Acetyl - 4 - (P- phenyl) Pyrimidine and Substituted thieno [2, 3- d] Pyrimidine are synthesis by the reaction between some substituted of benzaldehydes with ethyl aceto acetate in the present of ethanol as a solvent to give the products(3e-h), when react alkyl halide with (3e-h) in ethanol obtain new Pyrimidine derivatives(4e-h) heating them with phosphorous oxy chloride in dioxane to form (5e-h) which reacts with thiourea in ethanol to produce (6e-h) these compounds reacting with chloro acetic acid to form new Substituted

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25

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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26

Jubete, Guillem, Raimon Puig de la Bellacasa, Roger Estrada-Tejedor, Jordi Teixidó, and José I. Borrell. "Pyrido[2,3-d]pyrimidin-7(8H)-ones: Synthesis and Biomedical Applications." Molecules 24, no. 22 (2019): 4161. http://dx.doi.org/10.3390/molecules24224161.

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Pyrido[2,3-d]pyrimidines (1) are a type of privileged heterocyclic scaffolds capable of providing ligands for several receptors in the body. Among such structures, our group and others have been particularly interested in pyrido[2,3-d]pyrimidine-7(8H)-ones (2) due to the similitude with nitrogen bases present in DNA and RNA. Currently there are more than 20,000 structures 2 described which correspond to around 2900 references (half of them being patents). Furthermore, the number of references containing compounds of general structure 2 have increased almost exponentially in the last 10 years.

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Edrees, Mastoura M. "Synthesis of 4-hydrazinopyrazolo[3,4-d]pyrimidines and their Reactions with Carbonyl Compounds." Journal of Chemical Research 37, no. 1 (2013): 6–10. http://dx.doi.org/10.3184/174751912x13543818811749.

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Synthesis of a new 4-hydrazinopyrazolo[3,4- d]pyrimidine was achieved via heating (4,6-dithioxo-1 H-pyrazolo[3,4- d] pyrimidin-3-yl)acetonitrile with hydrazine hydrate. Reactions of the latter product with thiophene-2-carbaldehyde and ethyl hydrazonoacetoacetate analogues afforded the corresponding hydrazone and pyrazole derivatives, respectively. Similarly, condensation of 2-[6-(benzylsulfanyl)-4-hydrazino-1 H-pyrazolo[3,4- d]pyrimidin-3-yl]acetonitrile with thiophene-2-carbaldehyde and ethyl hydrazonoacetoacetate analogues gave the respective hydrazone and pyrazolone derivatives. Alkylation

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28

Isakhanyan, A. U., N. Z. Hakobyan, Z. A. Hovasyan, et al. "Synthesis and effect of substituted pyrido[2,3-<i>d</i>]pyrimidine-2,4-diones on <i>In Vitro </i>tumor dna methylation." Журнал общей химии 93, no. 4 (2023): 525–30. http://dx.doi.org/10.31857/s0044460x23040042.

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Reaction of 3-diethylamino-1-aryl-, 3-diethylamino-1-aryl-2-phenyl(4-halophenyl)propane-1-ones hydrochlorides with 6-amino-1,3-dimethyluracil results in heterocyclization products, namely 1,3-dimethyl-7-aryl-5,6dihydro-1 H -pyrido[2,3- d ]pyrimidine-2,4-diones, 1,3-dimethyl-7-aryl-6-phenyl(4-halophenyl)-5,6-dihydro1 H -pyrido[2,3- d ]pyrimidine-2,4-diones and 1,3-dimethyl-7-aryl-6-phenyl-(4-halophenyl)-1 H -pyrido[2,3- d ] pyrimidine-2,4-diones. The effect of the synthesized compounds in vitro tumor DNA methylation was studied.

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29

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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30

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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31

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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32

Vlasov, Sergiy V., Hanna I. Severina, Oleksandr V. Borysov, et al. "Synthesis and Antimicrobial Evaluation of 2-(6-Imidazo[1,2-a]pyridin-2-yl-5-methyl-2,4-dioxo-3-phenyl-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl)-N-arylacetamide Derivatives." Molbank 2022, no. 1 (2022): M1331. http://dx.doi.org/10.3390/m1331.

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6-Heteryl-5-methylthieno[2,3-d]pyrimidin-2,4(1H,3H)-diones are of great interest as the promising objects for the search of antibacterials. In this communication, we obtained 6-(imidazo[1,2-a]pyridin-2-yl)-5-methyl-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione by interaction of 6-(bromoacetyl)-5-methyl-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione with 2-aminopyridine. The obtained heterocyclic hybrid was further modified by alkylation with 2-chloroarylacetamides. Antimicrobial activity studies for the synthesized compounds using the agar well diffusion method revealed their moderate act

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33

Behera, Manoranjan, M. Sambaiah, Poosa Mallesham, et al. "Tandem Schiff-Base Formation/Heterocyclization: An Approach to the Synthesis of Fused Pyrazolo–Pyrimidine/Isoxazolo-Pyrimidine Hybrids." Synlett 30, no. 05 (2019): 586–92. http://dx.doi.org/10.1055/s-0037-1612081.

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A new synthesis of pyrazolo[4,3-d]pyrimidines and isoxazolo[4,5-d]pyrimidines is described. Key steps in the synthesis involve Stille coupling of 4,6-dichloro-2-phenyl-pyrimidine with tributyl(1-ethoxyvinyl)stannane and tandem Schiff-base formation/heterocyclization of 2,6-di-aryl-5-fluoro-4-acetylpyrimidine with hydrazines or hydroxylamine to give pyrazolo[4,3-d]pyrimidines and isoxazolo[4,5-d]pyrimidines, respectively. The position of the fluoro group in the pyrimidine ring is important for the success of heterocylization reaction.

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34

Kobayashi, Kazuhiro, Ippei Nozawa, Hiroaki Utsumi, Takuma Ueyama, Hidetaka Hiyoshi, and Kazuto Umezu. "Synthesis of 7,8-Dihydropyrido[2,3-d]pyrimidine Derivatives from 4,6-Dichloro-2-(methylsulfanyl)pyrimidine." HETEROCYCLES 94, no. 8 (2017): 1427. http://dx.doi.org/10.3987/com-17-13720.

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35

Votruba, Ivan, Antonín Holý, Hana Dvořáková та ін. "Synthesis of 2-Deoxy-β-D-ribonucleosides and 2,3-Dideoxy-β-D-pentofuranosides on Immobilized Bacterial Cells". Collection of Czechoslovak Chemical Communications 59, № 10 (1994): 2303–30. http://dx.doi.org/10.1135/cccc19942303.

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Alginate gel-entrapped cells of auxotrophic thymine-dependent strain of E. coli catalyze the transfer of 2-deoxy-D-ribofuranosyl moiety of 2'-deoxyuridine to purine and pyrimidine bases as well as their aza and deaza analogs. All experiments invariably gave β-anomers; in most cases, the reaction was regiospecific, affording N9-isomers in the purine and N1-isomers in the pyrimidine series. Also a 2,3-dideoxynucleoside can serve as donor of the glycosyl moiety. The acceptor activity of purine bases depends only little on substitution, the only condition being the presence of N7-nitrogen atom. On

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36

Kouhkan, Maryam, Ramin Javahershenas, and Jabbar Khalafy. "Biological Evaluation of Pyrrolo [3, 2-d] pyrimidine Derivatives as Antibacterial Agents against Pathogenic Bacteria." Biotechnology and Bioprocessing 2, no. 9 (2021): 01–05. http://dx.doi.org/10.31579/2766-2314/054.

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Background: Pyrimidine molecules' biological and chemotherapeutic importance in the medicinal world has been overlooked in many reports. We have previously synthesized new series of pyrrolo [3,2-d]pyrimidine derivatives (4a-4f) and here, we evaluate the antibacterial activity of these derivatives against Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and Salmonella bacteria. Materials and Methods: The agar well diffusion and agar dilution methods were used for determining inhibition zone diameter and minimum inhibitory concentration during preliminary evaluation of antimicrobi

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37

Subbagh, Hussein I. El, Li-Jen Ping та Elie Abushanab. "A Stereospecific Synthesis of Pyrimidine β-D-2′-Deoxyribonucleosides". Nucleosides and Nucleotides 11, № 2-4 (1992): 603–13. http://dx.doi.org/10.1080/07328319208021729.

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38

Abu-Hashem, Ameen Ali, Sami A. Al-Hussain, and Magdi E. A. Zaki. "Synthesis of Novel Benzodifuranyl; 1,3,5-Triazines; 1,3,5-Oxadiazepines; and Thiazolopyrimidines Derived from Visnaginone and Khellinone as Anti-Inflammatory and Analgesic Agents." Molecules 25, no. 1 (2020): 220. http://dx.doi.org/10.3390/molecules25010220.

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Novel (4-methoxy or 4,8-dimethoxy)-3-methyl-N-(6-oxo-2-thioxo-1,2,3, 6-tetrahydro- pyrimidin-4-yl) benzo [1,2-b: 5, 4-b’] difuran-2-carboxamide (5a–b) has been synthesized by the reaction of visnagenone–ethylacetate (2a) or khellinone–ethylacetate (2b) with 6-aminothiouracil in dimethylformamide or refluxing of benzofuran-oxy-N-(2-thioxopyrimidine) acetamide (4a–b) in sodium ethoxide to give the same products (5a,b) in good yields. Thus, compounds 5a–b are used as an initiative to prepare many new heterocyclic compounds such as 2-(4-(3-methylbenzodifuran- 2-carbox-amido) pyrimidine) acetic aci

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39

Swelam, Samira, Abd El-Salam, and Magdi Zaki. "Synthesis of some pyrazolo[3,4-d]pyrimidines and their fused triazole and tetrazole derivatives." Journal of the Serbian Chemical Society 64, no. 11 (1999): 655–62. http://dx.doi.org/10.2298/jsc9911655s.

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Reaction of 2 with different reagents, namely formic acid, acetic anhydride and trichloroacetonitrile, yielded pyrazolo[3,4-d]pyrimidine derivatives 3, 5 and 6, respectively. Pyrazolo[3,4-d]pyrimidine m-thiazine(7) and 2,4-(1H,3H)dithione (8) derivatives were formed by the action of carbon disulfide on 2, depending on the reaction medium. Interaction of 7 with hydrazine hydrate yielded the aminoimino derivative 9 which reacted with acetic anhydride, triethyl orthoacetate and/or appropriate aldehydes to give 11, 12 and 13a,b, respectively. Methylation of compound 8 gave 14, which reacted with h

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40

Vlasov, Sergiy, Hanna Severina, Olena Vlasova, et al. "Synthesis, docking study and antimicrobial activity evaluation of pyridyl amides of thieno[2,3-d]pyrimidine-4-carboxylic acid." ScienceRise: Pharmaceutical Science, no. 5(45) (October 31, 2023): 53–62. http://dx.doi.org/10.15587/2519-4852.2023.286008.

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The aim. The combination in one molecule of pharmacophore fragments of thieno[2,3-d]pyrimidine-4-carboxylic acids with the fragments of 2- or 4-aminopyrimidine by peptide coupling promoted acylation in order to develop the new drug-like molecules with antimicrobial activity. Materials and methods. The molecular docking studies were performed with the AutoDock Vina та AutoDockTools 1.5.6 programs; TrmD Pseudomonas aeruginosa PDB ID – 5ZHN was used as the protein target. Synthetic methods of peptide coupling were used. 1H and 13C NMR spectra were recorded with a Varian-400 spectrometer at 400 MH

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41

Salari, Maryam, Alireza Hassanabadi, and Mohammad H. Mosslemin. "Synthesis of Trans-6-(4-Chlorobenzoyl)-7-(Aryl)-1,3-Dimethyl-6,7-Dihydrofuro[3,2-d]Pyrimidine-2,4-Diones Using Choline Hydroxide as an Efficient Catalyst in an Aqueous Medium." Journal of Chemical Research 41, no. 3 (2017): 139–42. http://dx.doi.org/10.3184/174751917x14859570937794.

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A green and efficient synthesis of the trans-6-(4-chlorobenzoyl)-7-(aryl)-1,3-dimethyl-6,7-dihydrofuro[3,2-d]pyrimidine-2,4-diones has been achieved via a three-component, one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 1,3-dimethylbarbituric acid and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. This gives trans-6-(4-chlorobenzoyl)-7-(aryl)-1,3-dimethyl-6,7-dihydrofuro[3,2-d]pyrimidine-2,4-diones in excellent yield and in short reaction times.

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42

Ahmed, Essam K., Johannes Fröhlich, and Fritz Sauter. "Fusion Reactions of N-Heterocyclic Moieties to Thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidines." Collection of Czechoslovak Chemical Communications 61, no. 1 (1996): 147–54. http://dx.doi.org/10.1135/cccc19960147.

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Derivatives of the novel heterocyclic parent systems imidazolo[1,2-a]thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidine (B) and thiopyrano[4',3':4,5]thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine (C) have been synthesized by fusing pyrimidine moieties to 2-amino-4,7-dihydro-5H-thieno[2,3-c]thiopyran-3-carboxylic acid ethyl ester (1) and -3-carbonitrile (10), followed by cyclization reactions of the title intermediates A thus obtained.

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43

B., D. Mistry, R. Desai K., and I. Patel N. "Eco-friendly microwave enhanced synthesis of pyrido[2,3-d]pyrimidine as well as pyrido[1,2-a]pyrimidine derivatives and studies of their antimicrobial activity." J. Indian Chem. Soc. Vol. 88, Mar 2011 (2011): 465–72. https://doi.org/10.5281/zenodo.5766102.

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Department of Chemistry, B. K. M. Science College, Valsad-396 001, Gujarat, India <em>E-mail</em>: bhavana_mistry11@yahoo.co.in <em>Manuscript received 28 January 2009, revised 17 June 2010, accepted 20 July 2010</em> 7-[4' -(2" ,5" -Dihydroxyphenyl)phenyl]-2-methyl-5-(substitutedphenyi)3(H)pyrido[2,3-d]pyrimidin-4-one ( 4a-j) and 4-methyl-5-[ 4' -(2" ,5" -dihydroxyphenyl)phenyl]-2-oxo-7 -(substitutedpheny 1)2(H) pyrido [ 1 ,2-a I pyrimidi n-8-c arbon i trite (Sa-j) have been synthesized by the reaction of 2-amino-6-[4' -(2" ,5" -dihydroxyphenyl)phenyl

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44

KONNO, Shoetsu, Ryo WATANABE, and Hiroshi YAMANAKA. "Studies on Pyrimidine Derivatives. XLII. Reactivity of 4-Methyl Group of 2, 4-Dimethylthieno [2, 3-d] pyrimidine." YAKUGAKU ZASSHI 109, no. 9 (1989): 642–49. http://dx.doi.org/10.1248/yakushi1947.109.9_642.

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45

Avasthi, Kamlakar, Lakshmi Shukla, Ruchir Kant, and Krishnan Ravikumar. "Folded conformations due to arene interactions in dissymmetric and symmetric butylidene-linker models based on pyrazolo[3,4-d]pyrimidine, purine and 7-deazapurine." Acta Crystallographica Section C Structural Chemistry 70, no. 6 (2014): 555–61. http://dx.doi.org/10.1107/s2053229614009449.

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The butylidene-linker models 1-[2-(2,6-dimethylsulfanyl-9H-purin-9-yl)-2-methylidenepropyl]-4,6-bis(methylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidine, C18H20N8S4, (XI), 7,7′-(2-methylidenepropane-1,3-diyl)bis[3-methyl-2-methylsulfanyl-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one], C20H22N6O2S2, (XIV), and 7-[2-(4,6-dimethylsulfanyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-methylidenepropyl]-3-methyl-2-methylsulfanyl-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one, C19H21N7OS3, (XV), show folded conformations in solution, as shown by1H NMR analysis. This folding carries over to the crystalline state. Intramolecular π–π int

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46

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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47

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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48

Holman, Michelle A., Natalie M. Williamson, and A. David Ward. "Preparation and Cyclization of Some N-(2,2-Dimethylpropargyl) Homo- and Heteroaromatic Amines and the Synthesis of Some Pyrido[2,3-d]pyrimidines." Australian Journal of Chemistry 58, no. 5 (2005): 368. http://dx.doi.org/10.1071/ch04260.

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The Cu(i) catalyzed cyclization of o-substituted N-(2,2-dimethylpropargyl)anilines yields 8-substituted 2,2-dimethyl-1,2-dihydroquinolines, while m-substituted analogues provide a mixture of 5- and 7-substituted dihydroquinoline systems. This reaction can be extended to 2-amino-N-(2,2-dimethylpropargyl)anthracene, yielding a dihydronaphtho[2,3-f]quinoline product, and to aminoquinoline derivatives, which yield substituted phenanthroline products. Pyridine analogues did not cyclize, apparently because of complexation with the copper reagent. An alternative synthetic approach to these cyclized p

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49

Abdelhamid, Abdou O., and Sobhi M. Gomha. "Synthesis of New Pyrazolo[1,5-a]pyrimidine, Triazolo[4,3-a]pyrimidine Derivatives, and Thieno[2,3-b]pyridine Derivatives from Sodium 3-(5-Methyl-1-phenyl-1H-pyrazol-4-yl)-3-oxoprop-1-en-1-olate." Journal of Chemistry 2013 (2013): 1–7. http://dx.doi.org/10.1155/2013/327095.

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Condensation of sodium 3-oxo-3-(1-phenyl-1H-pyrazol-4-yl)prop-1-en-1-olate (2) with several heterocyclic amines, cyanoacetamide, cyanothioacetamide, and 2-cyanoacetohydrazide gives pyrazolo[1,5-a]pyrimidines (5a–d), pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine (9), benzo[4,5]imidazo[1,2-a]pyrimidine (10), [1,2,4]triazolo[1,5-a]pyrimidine (11), and pyridine derivatives (12–14). Also, thieno[2,3-b]pyridines (15–18) were synthesized via pyridinethione (13) withα-halo ketones andα-halo ester. Structures of the newly synthesized compounds were elucidated by elemental analysis, spectral data, alternat

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50

Liu, Mingxing, Jiarong Li, Hongxin Chai, et al. "A convenient four-component one-pot strategy toward the synthesis of pyrazolo[3,4-d]pyrimidines." Beilstein Journal of Organic Chemistry 11 (November 6, 2015): 2125–31. http://dx.doi.org/10.3762/bjoc.11.229.

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An efficient one-pot synthesis of pyrazolo[3,4-d]pyrimidine derivatives by the four-component condensation of hydrazines, methylenemalononitriles, aldehydes and alcohols has been developed via two different reaction pathways. The structures of target products were characterized by IR spectroscopy, NMR (1H and 13C) spectroscopy and HRMS (ESI) spectrometry. The crystal structure of 4-ethoxy-6-(2-nitrophenyl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine was determined by single crystal X-ray diffraction.

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