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1

Janeba, Zlatko, Noha Maklad, and Morris J. Robins. "Synthesis of 6-(alkoxymethyl)- and 6-(alkylsulfanylmethyl)furo[2,3-d]pyrimidin-2(3H)-one analogues." Canadian Journal of Chemistry 84, no. 4 (2006): 561–68. http://dx.doi.org/10.1139/v06-042.

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Treatment of 6-(hydroxymethyl)furo[2,3-d]pyrimidin-2(3H)-one (2) with 1-iodoalkanes and potassium carbonate resulted in predominant formation of N3 (and minor amounts of O2) alkylated regioisomers. Treatment of the 3-alkyl products (3) with thionyl chloride gave highly reactive 6-chloromethyl intermediates (5). Direct solvolysis of 5 in alcohol solutions (~50 °C) produced 3-alkyl-6-(alkoxymethyl)furopyrimidin-2(3H)-ones (6), whereas extensive decomposition of 5 occurred with added base promoters. Sonication of 5 with sodium thioacetate in acetonitrile gave the air-stable 6-(alkylsulfanylmethyl
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2

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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3

Friary, Richard, Andrew T. McPhail, and Vera Seidl. "Novel Syntheses of Tricyclic, N-Aryl, Pyridine- and Pyrazine-Fused Pyrimidones." Collection of Czechoslovak Chemical Communications 58, no. 5 (1993): 1133–50. http://dx.doi.org/10.1135/cccc19931133.

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2-methylthio-2-imidazoline and 2-methylthio-1,4,5,6-tetrahydro-2-pyrimidine amidated 2-chloro-3-pyridine- and 2-chloro-3-pyrazinecarbonyl chlorides. The products reacted with aromatic amines forming a series of tricyclic, linearly fused N-aryl pyrimidones. Included among these pyrimidones were 10-aryl-2,3-dihydroimidazo[1,2-a]pyrido[2,3-d]pyrimidin-5(10H)-ones, 11-aryl-2,3,4,11-tetrahydropyrido-[2,3-d]pyrimido[1,2-a]pyrimidin-6(6H)-ones, 10-aryl-2,3-dihydroimidazo[1,2-a]pyrazino[2,3-d]pyrimidin-5(10H)-ones and 11-aryl-2,3,4,11-tetrahydropyrimido-[1,2-a]pyrazino[2,3-d]pyrimidin-6(6H)-ones. 4,5,
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4

Rajesh, Kumar, and C. Joshi Y. "A highly efficient synthesis of 3H-1,5-benzodiazepine derivatives using lanthanum(III) nitrate hexahydrate as a catalyst." Journal of Indian Chemical Society Vol. 85, Oct 2008 (2008): 1045–49. https://doi.org/10.5281/zenodo.5820698.

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Department of Chemistry, University of Rajasthan, Jaipur-302 004, Rajasthan, India <em>E-mail</em> : rnunia@yahoo.com <em>Manuscript received 22 April 2008, accepted 16 July 2008</em> Sulphonation of 5-(2-ethoxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7<em>H</em>-pyrazolo[4,3-<em>d</em>]pyrimidin-7-one (1) with chlorosulphonic acid affords 5-[(5-chlorosulphonyl-2-ethoxy)pyrimidin]-1-methyl-3-propyl-1 ,6-dihydro-7 <em>H</em>-pyrazolo[ 4,3-d]pyrimidin- 7-one (2). Compound (2) condensed with different &beta;-diketones/&beta;-ketoesters (3a-e) to obtain new &beta;-diketones/ &beta;-ketoesters (4a-e).
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5

Vlasov, Sergiy V., Sergiy M. Kovalenko, Pavlo E. Shynkarenko, Konstantin Yu Krolenko, and Vitaliy S. Vlasov. "Synthesis and antimicrobial evaluation of 3-(4-arylthieno[2,3-d]pyrimidin-2-yl)- 2H-chromen-2-ones." Heterocyclic Communications 24, no. 4 (2018): 237–40. http://dx.doi.org/10.1515/hc-2018-0013.

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AbstractSyntheses of 3-(4-arylthieno[2,3-d]pyrimidin-2-yl)-2H-chromen-2-ones 5 by the reaction of 2-iminocoumarin-3-carboxamides 1 with (2-aminothiophen-3-yl)(aryl)methanones 2 and by the alternative Suzuki coupling of 4-chlorothieno[2,3-d]pyrimidin-2-yl-2H-chromen-2-one 7 with arylboronic acids were developed. Compound 5d showed higher antimicrobial activity against Staphylococcus aureus than the reference drug streptomycin.
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6

Voeltera, Wolfgang, Mustafa M. El-Abadelahb, Salim S. Sabrib, and Monther A. Khanfar. "Synthesis and Properties of Biagra . A 5-(2,3-Dihydro-7-benzofuryl) Analog of Viagra®." Zeitschrift für Naturforschung B 54, no. 11 (1999): 1469–73. http://dx.doi.org/10.1515/znb-1999-1121.

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The synthesis and spectral properties (IR, MS, NMR) of a substituted 5-(2,3-dihydro-7- benzofuryl)pyrazolo[4,3-d]pyrimidin-7-one (2), an analog of Viagra® (1), are described. The generally applicable route involves interaction of 2,3-dihydro-7-benzofuranoyl chloride (3) with 4-amino-l-methyl-3-propyl-5-pyrazolecarboxamide (4), and the resulting bis-amide (5) is cyclized to the corresponding substituted pyrazolo[4,3-d]pyrimidin-7-one (6). Chlorosulfonylation of 6, followed by treatment with 1-methylpiperazine, furnished the title compound 2 (named Biagra). Preliminary experiments “associated wi
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7

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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8

Zhao, Jun-Feng, Yang-Gen Hu, Ming-Wu Ding, and Hong-Wu He. "5,6-Dianilino-3-(4-chlorophenyl)-3,6-dihydro-1,2,3-triazolo[4,5-d]pyrimidin-7-one." Acta Crystallographica Section E Structure Reports Online 61, no. 9 (2005): o2791—o2792. http://dx.doi.org/10.1107/s1600536805024074.

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9

Wang, Hong-Mei, Xiao-Hua Zeng, Zong-Qiu Hu, Gui-Hua Li, and Jia-Hua Tian. "6-Isopropyl-5-(3-nitrophenoxy)-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one." Acta Crystallographica Section E Structure Reports Online 62, no. 11 (2006): o5038—o5040. http://dx.doi.org/10.1107/s1600536806042280.

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10

Deng, Shou-Heng, Hong-Mei Wang, Ping Chen, Jun-Kai Ma, and Feng-Jun Cao. "3-Benzyl-6-isopropyl-5-phenoxy-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 11 (2009): o2730—o2731. http://dx.doi.org/10.1107/s160053680904118x.

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11

Zeng, Xiao-Hua, Hong-Mei Wang, Ming-Wu Ding, and Hong-Wu He. "3-Benzyl-6-isopropyl-5-methoxy-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one." Acta Crystallographica Section E Structure Reports Online 62, no. 5 (2006): o1888—o1890. http://dx.doi.org/10.1107/s160053680601292x.

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In the title compound, C15H17N5O2, all ring atoms in the triazolopyrimidinone system are almost coplanar. The packing of the molecules in the crystal structure is mainly due to intermolecular C—H...O hydrogen-bonding interactions.
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12

Zeng, Xiao-Hua, Hong-Mei Wang, Shou-Heng Deng, and Li-Li Chen. "6-Isopropyl-5-methoxy-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 11 (2010): o2947—o2948. http://dx.doi.org/10.1107/s1600536810041978.

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13

Zeng, Xiao-Hua, Shou-Heng Deng, Hong-Mei Wang, Ai-Hua Zheng, and Ping Chen. "3-Benzyl-6-butyl-5-propyl-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 12 (2010): o3140—o3141. http://dx.doi.org/10.1107/s1600536810045575.

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14

Chen, Shu, Daxin Shi, Mingxing Liu, and Jiarong Li. "7′-Amino-1′H-spiro[cycloheptane-1,2′-pyrimido[4,5-d]pyrimidin]-4′(3′H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 8 (2012): o2546. http://dx.doi.org/10.1107/s1600536812031492.

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The title compound, C12H17N5O, was obtained by cyclocondensation of 2,4-diaminopyrimidine-5-carbonitrile with cycloheptanone. The tetrahydropyrimidine ring has a distorted boat conformation and the cycloheptane ring adopts a chair conformation. In the crystal, molecules are linkedviaN—H...O and N—H...N hydrogen bonds generating a three-dimensional network.
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15

Nagaraju, Pallava, Pedavenkatagari Narayana Reddy, Pannala Padmaja, and Vinod G. Ugale. "Synthesis, Antiproliferative Activity and Molecular Docking of New Thiazole/Benzothiazole Fused Pyranopyrimidine Derivatives." Letters in Organic Chemistry 17, no. 12 (2020): 951–58. http://dx.doi.org/10.2174/1570178617666200319114611.

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A new class of 4H,5H-benzo[4,5]thiazolo[3,2-a]pyrano[2,3-d]pyrimidin-5-one and 5H,6Hpyrano[ 2,3-d]thiazolo[3,2-a]pyrimidin-5-one derivatives were synthesized via the one-pot threecomponent reaction of 2-hydroxy-4H-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-one and 7-hydroxy-5Hthiazolo[ 3,2-a]pyrimidin-5-one to various aromatic aldehydes and malononitrile. This domino transformation involves the formation of pyranopyrimidine ring by the formation of three C–C bonds and one C– O bond a single synthetic operation. As the products precipitate out of the reaction, simple filtration is enough to gather th
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16

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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17

Vadla, Balakishan, and Sailu Betala. "Novel 1,2,3-Triazole-functionalized pyrido[3',2':4,5]furo[3,2-d]pyrimidin- 4(3H)-one Derivatives: Synthesis, Anticancer Activity, CoMFA and CoMSIA Studies." Letters in Organic Chemistry 17, no. 12 (2020): 969–78. http://dx.doi.org/10.2174/1570178617666200319124017.

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A series of novel triazole functionalized pyrido [3',2':4,5] furo[3,2-d] pyrimidin-4 (3H)-one derivatives 7a-p were prepared from ethyl furo[2,3-b]pyridine-2-carboxylate 3 on reaction with ammonia to afford furo[2,3-b]pyridine-2-carboxamide 4. This compound, on reaction with triethyl orthoformate TEOF, gave compound 5. Compound 5 on propargylation, followed by a reaction with substituted aryl azides under Sharpless reaction conditions, furnished triazole tagged pyrido [3',2':4,5]furo[3,2-d] pyrimidin-4(3H)-one derivatives. All the products 7a-p were screened against four human cancer cell line
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18

Shi, Daxin, Dongfeng Qian, Qi Zhang, and Jiarong Li. "Cyclohexanespiro-2′-[2′,3′,6′,7′-tetrahydro-1′H-cyclopenta[d]pyrimidin]-4′(5′H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 3 (2009): o615. http://dx.doi.org/10.1107/s1600536809005388.

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19

Zeng, Xiao-Hua, Xiao-Ling Liu, Shou-Heng Deng, Ping Chen, and Hong-Mei Wang. "5-(4-Chlorophenoxy)-6-isopropyl-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 10 (2009): o2583—o2584. http://dx.doi.org/10.1107/s160053680903788x.

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20

Zeng, Xiao-Hua, Shou-Heng Deng, Ping Chen, Hong-Mei Wang, and Zuan Ma. "6-Butyl-5-(4-methoxyphenoxy)-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 12 (2009): o3032—o3033. http://dx.doi.org/10.1107/s1600536809046017.

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21

Wang, Hong-Mei, Shou-Heng Deng, Xiao-Hua Zeng, Ping Chen, and Li-Li Chen. "6-Butyl-5-(4-methylphenoxy)-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 11 (2010): o2990—o2991. http://dx.doi.org/10.1107/s160053681004300x.

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22

Issac, Yvette A., and Aly A. Aly. "A Convenient Synthesis of New Pentaazacyclopentanaphthalene and Pentaazaphenanthrene Derivates." Zeitschrift für Naturforschung B 58, no. 12 (2003): 1227–33. http://dx.doi.org/10.1515/znb-2003-1212.

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Reaction of N-{3-cyano-6-[4(5-oxo-2-phenylhydrazono-4,5-dihydroimidazol-1-yl)phenyl]-4-phenylpyridin- 2-yl}formimidic ethyl ester (3) and 3-[4-(3-amino-4-imino-5-phenyl-3,4-dihydropyrido[ 2,3-d]pyrimidin-7-yl)phenyl]-2-phenyl-5-phenylhydrazono-3,5-dihydroimidazol-4-one (4) with different reagents has been investigated and discussed. Some of the obtained compounds were tested for their antimicrobial activity.
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23

Hanaya, Tadashi, and Hiroshi Yamamoto. "First synthesis of asperopterin A, an isoxanthopterin glycoside from Aspergillus oryzae." Pteridines 24, no. 1 (2013): 3–6. http://dx.doi.org/10.1515/pterid-2013-0005.

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AbstractThe key precursor, N2-(N,N-dimethylaminomethylene)-6-hydroxymethyl-8-methyl-3-[2-(4-nitrophenyl)ethyl]-7-xanthopterin (16) was efficiently prepared from 2,5-diamino-6-methylamino-3H-pyrimidin-4-one (5) and ethyl 3-(tert-butyldimethylsilyloxy)-2-oxopropionate (12), followed by the protection of the pteridine ring. Glycosylation of 16 with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (18) in the presence of tin(IV) chloride yielded the corresponding β-D-ribofuranoside. Successive removal of the protecting groups of the resulting D-ribofuranoside provided asperopterin A (4b).
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24

Janeba, Zlatko, Jan Balzarini, Graciela Andrei, Robert Snoeck, Erik De Clercq, and Morris J. Robins. "Synthesis and biological evaluation of 5-(alkyn-1-yl)-1-(p-toluenesulfonyl)uracil derivatives." Canadian Journal of Chemistry 84, no. 4 (2006): 580–86. http://dx.doi.org/10.1139/v06-041.

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Sonogashira coupling of 5-iodouracil (2) and trimethylsilylacetylene gave 5-(trimethylsilylethynyl)uracil (3), which was deprotected to give 5-ethynyluracil (4). Copper(I)-catalyzed cyclization of 4 gave furo[2,3-d]pyrimidin-2(3H)-one (5). Tosylation of 2 and 4 gave the 1-(p-toluenesulfonyl) derivatives 6 and 7, respectively. The tosylated compound 6 and trimethylsilylacetylene did not undergo Sonogashira coupling, and copper(I)-catalyzed cyclization of 7 did not occur. Coupling of 2 with several terminal alkynes gave 5-(alkyn-1-yl)uracil derivatives (9), which underwent tosylation to produce
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25

Chen, Hong, and Quan-Bin Liao. "7-Benzyl-3-(4-chlorophenyl)-2-isobutylamino-5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 3 (2012): o822. http://dx.doi.org/10.1107/s1600536812007246.

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26

Hu, Hai-Jun, and Hong Chen. "7-Benzyl-3-(4-fluorophenyl)-2-propylamino-5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (2012): o1097. http://dx.doi.org/10.1107/s1600536812010318.

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In the title compound, C25H25FN4OS, the thienopyrimidine fused-ring system is close to planar (r.m.s. deviation = 0.0089 Å), with a maximum deviation of 0.0261 (17) Å for the N atom adjacent to the benzene ring. This thienopyrimidine fused-ring system forms dihedral angles of 64.73 (3) and 81.56 (5)° with the adjacent benzyl and fluorophenyl rings, respectively. Intermolecular N—H...F and C—H...F hydrogen bonding, as well as C—F...π interactions [F...centroid = 3.449 (3) Å; C—F...centroid = 91.87 (15)°], help to stabilize the crystal structure.
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27

Chen, Hong. "7-Benzyl-2-[(cyclopropylmethyl)amino]-3-phenyl-5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 8 (2011): o2191. http://dx.doi.org/10.1107/s1600536811029771.

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28

Vincetti, Paolo, Gabriele Costantino, Maria Grazia Martina, and Marco Radi. "Probing the Reactivity of 2,4-Dichlorofuro[3,4-d]pyrimidin-7-one: A Versatile and Underexploited Scaffold to Generate Substituted or Fused Pyrimidine Derivatives." Synlett 30, no. 17 (2019): 2010–14. http://dx.doi.org/10.1055/s-0039-1690205.

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Herein, we describe the results of our investigation on the chemical reactivity and versatility of a poorly explored scaffold: 2,4-dichlorofuro[3,4-d]pyrimidin-7-one (3). Highly functionalized pyrimidines can be obtained with a divergent approach by reacting the key intermediate 3 with different amine nucleophiles under carefully controlled reaction conditions. The set-up of a microwave-assisted one-pot, two- or three-step protocol to rapidly generate 2,4,5,6-tetrasubstituted or fused pyrimidines is also reported.
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29

Fan, Shuang, Ying Liang, and Hong-Wu He. "6-(4-Fluorophenyl)-5-morpholino-3-phenyl-2-thioxo-2,3-dihydrothiazolo[4,5-d]pyrimidin-7(6H)-one." Acta Crystallographica Section E Structure Reports Online 62, no. 12 (2006): o5731—o5733. http://dx.doi.org/10.1107/s160053680604904x.

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30

Ma, Xingling, Lei Liu, Na Cao, Qiaogen Zou, Kaihe Xiong, and Pingkai Ouyang. "Isolation and Structural Elucidation of Palbociclib’s Eight Process-Related Impurities: Two Identified as New Compounds." Journal of AOAC INTERNATIONAL 99, no. 3 (2016): 638–48. http://dx.doi.org/10.5740/jaoacint.15-0251.

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Abstract Palbociclib is the first U.S. Food and Drug Administration-approved cyclin-dependent kinase inhibitor indicated in combination with letrozole for the treatment of breast cancer. Development of a selective method for the determination of any impurities contained in this drug is significantly important to ensure the quality and safety of palbociclib. In this study, a reliable reversed-phase HPLC method for the separation and determination of eight potential impurities was developed and validated. The structures of two new compounds and six other process-related impurities were character
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31

M. El-Abadelah, Mustafa, Salim S. Sabri, Monther A. Khanfar, Wolfgang Voelter, and Cacilia Maichle-Mössmer. "X-Ray Crystal Structure Analysis of Substituted 5-(2,3-Dihydro-7-benzofuryl)- 2-methylpyrazolo[4,3-d]pyrimidin-7-one (iso-Biagra) [1]." Zeitschrift für Naturforschung B 55, no. 11 (2000): 1079–82. http://dx.doi.org/10.1515/znb-2000-1114.

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X-ray crystal structure data for the substituted 5-(2,3-dihydro-7-benzofuryl)-2-methylpyrazolo[ 4,3-d]pyrimidin-7-one (3) reveal that the two bicyclic heteroaryl systems show no coplanarity along their joint C (5) - C (11) axis with an interplanar angle of 9.6°. Nonetheless, the spatial interatomic distance for O(17)-N(6), determined as 2.73 A, allows the formation of a relatively weak intramolecular hydrogen bond between the pyrimidinone N(6)-H and the O(17) lone pair of the dihydrobenzofuryl moiety.
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32

Ullah, Mohammad Shahid, M. Giasuddin Ahmed, UKR Romman, Kawsari Akhter, S. Mosaddeq Ahmed, and Md Ershad Halim. "Synthesis Of 5, 7-Diaryl-1,5-Dihydro (Or 1, 2, 3, 5-Tetrahydro)- Pyrano[2, 3-D] Pyrimidin-2, 4-Diones (Or 2-Thioxo-4-Ones)." Journal of the Bangladesh Chemical Society 25, no. 2 (2013): 124–31. http://dx.doi.org/10.3329/jbcs.v25i2.15064.

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Some 5, 7-diaryl-1,5-dihydro (or 1, 2, 3, 5-tetrahydro)- pyrano[2, 3-d] pyrimidin-2, 4- diones (or 2-thioxo-4-ones) (3a-g) has been synthesized in one-step by the cyclocondensation of barbituric acid or thiobarbituric acid (1) with arylideneacetophenones (2a-d), in glacial acetic acid in the presence of phosphorous pentoxide. The structures of the compounds 3a-g were determined by their UV, IR, 1H NMR, 13C NMR, mass spectral data and elemental analyses. Journal of Bangladesh Chemical Society, Vol. 25(2), 124-131, 2012 DOI: http://dx.doi.org/10.3329/jbcs.v25i2.15064
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33

Akhter, K., SM Ahmed, Md E. Halim, et al. "One step cyclocondensation of (thio)barbituric acid with chalcones in glacial acetic acid and phosphorous pentoxide: Part-I." Bangladesh Journal of Scientific and Industrial Research 51, no. 2 (2016): 129–38. http://dx.doi.org/10.3329/bjsir.v51i2.28110.

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Some new 5, 7-diaryl-1,5-dihydro (or 1, 2, 3, 5-tetrahydro)- pyrano[2, 3-d] pyrimidin-2, 4-diones (or 2-thioxo-4-ones) (3a-h) have been synthesized in one-step by cyclocondensation of barbituric acid or thiobarbituric acid (1) with arylideneacetophenones (2a-d), in glacial acetic acid in the presence of phosphorous pentoxide. The structures of the compounds 3a-h have been determined by UV, IR, 1H NMR, 13C NMR, mass spectral data and elemental analyses. The compounds 3a-h do not seem to be available in the literatureBangladesh J. Sci. Ind. Res. 51(2), 129-138, 2016
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34

Akhter, K., ME Halim, SM Ahmed, et al. "One step cyclocondensation of (thio) barbituric acid with chalcones in glacial acetic acid and phosphorous pentoxide, Part-II." Bangladesh Journal of Scientific and Industrial Research 52, no. 2 (2017): 115–24. http://dx.doi.org/10.3329/bjsir.v52i2.32921.

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A number of new 5, 7-diaryl-1,5-dihydro (or 1, 2, 3, 5-tetrahydro)- pyrano [2, 3-d] pyrimidin-2, 4-diones (or 2-thioxo-4-ones) (3a-g) have been synthesized in one-step by cyclocondensation of barbituric acid or thiobarbituric acid (1) with arylideneacetophenones (2a-d), in glacial acetic acid in the presence of phosphorous pentoxide. The structures of the compounds 3a-g have been determined by UV, IR, 1H NMR, 13C NMR, mass spectral data and elemental analyses. The compounds 3a-g do not seem to be available in the literature.Bangladesh J. Sci. Ind. Res. 52(2), 115-124, 2017
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35

Mohamed, Hany M., and Ashraf H. F. Abd El-Wahab. "Heteroaromatization with 4-Phenyldiazenyl-1-naphthol. Part IV: Synthesis of Some New Heterocyclic Compounds with Potential Biological Activity." Current Organic Synthesis 16, no. 6 (2019): 931–38. http://dx.doi.org/10.2174/1570179416666190719101727.

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Background: Synthetic azo compounds and their derivatives have been studied extensively due to their biological and pharmacological activities. Pyranopyridines, pyranopyrimidines and tetrazoles derivatives have emerged as a promising and attractive scaffold in the development of potent biological and pharmacological agents. Objectives: To design a series of new benzochromeno(pyridine/pyrimidine/tetrazole) derivatives and evaluate their antimicrobial activity against some bacterial strains (Gram-positive and Gram-negative) and some fungal strains. Materials and Methods: The (E)-7-(4-chloropheny
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36

Farat, O. K., E. V. Zaliznaya, S. A. Varenichenko, and V. I. Markov. "Rearrangement of substituted pyrimidin-4-ones under the Vilsmeier-Haack reaction." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 1 (January 2021): 101–9. http://dx.doi.org/10.32434/0321-4095-2021-134-1-101-109.

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The article describes the result of our study on rearrangements of four heterocyclic systems with variation of oxygen and nitrogen atoms, in particular, the results of formylation of 2,2-disubstituted hydroquinazolones under the conditions of the Vilsmeier-Haack reaction. A new rearrangement of spiro derivatives of quinazolin-4(3H)-ones was discovered under the action of a formylating reagent with the formation of predicted 1-cyclohex(pent)-1-en-1-ylchinazolin-4-(1H)-ones. The absence of this rearrangement for 2,2-dimethyl-2,3-dihydroquinazolin-4(1H)-one is explained. 6',7',7'-Trimethyl-1',5',
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37

Liu, Jian-Chao, Hao Peng, Xiang-Gao Meng, Ming-Wu Ding, and Hong-Wu He. "8-(4-Chlorophenoxy)-7-(4-chlorophenyl)-1,2,5-trimethylthieno[2′,3′;2,3]pyrido[4,5-d]pyrimidin-6(7H)-one." Acta Crystallographica Section E Structure Reports Online 61, no. 10 (2005): o3259—o3260. http://dx.doi.org/10.1107/s1600536805028783.

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38

Chen, Hong, Hai-Jun Hu, Kai Yan, and Qiu-Hong Dai. "7-Benzyl-3-(4-fluorophenyl)-2-(pyrrolidin-1-yl)-5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 9 (2011): o2228. http://dx.doi.org/10.1107/s1600536811030625.

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39

Zeng, Guo-ping, Qing Li, and Yang-gen Hu. "2-(Dibutylamino)-3-(4-fluorophenyl)-5,6,7,8-tetrahydro-7-methyl-6,8-diphenylpyridine[3′,4′:2,3]thieno[5,4-d]pyrimidin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 64, no. 2 (2008): o535. http://dx.doi.org/10.1107/s1600536808002845.

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40

Ziaulla, Mohamed, Afshan Banu, Shridhar I. Panchamukhi, Imtiyaz Ahmed M. Khazi, and Noor Shahina Begum. "Crystal and Molecular Structure of 7-Methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4[3H]one." E-Journal of Chemistry 9, no. 2 (2012): 525–31. http://dx.doi.org/10.1155/2012/402568.

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X-ray characterization of 7-methyl-5,6,7,8-tetrahydro[1]benzothieno [2,3-d]pyrimidin-4[3H]one is described. The compound crystallizes in the monoclinic space group P21/c with a=7.0013(2)Å, b=8.3116(3)Å, c=18.374(6)Å, β=91.746(2)°, V=1068.76(6)Å3, z=4. The structure was solved using the direct method and refined to reliability R-factor of 0.0639 using 3180 independent reflections The crystal structure is further stabilized by intermolecular C-H...N, N-H...N C-H...O, N-H...O, and π-π interactions.
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41

Zeng, Xiao-Hua, Shou-Heng Deng, Ping Chen, Hong-Mei Wang, and Hai-Tao Gao. "6-Isopropyl-3-phenyl-5-(p-tolyloxy)-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one: whole-molecule disorder." Acta Crystallographica Section E Structure Reports Online 65, no. 11 (2009): o2653—o2654. http://dx.doi.org/10.1107/s1600536809039798.

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42

Xiao, Lin-Xia, and De-Qing Shi. "3-[(2-Chlorothiazol-5-yl)methyl]-5-(isobutylamino)-6-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one." Acta Crystallographica Section E Structure Reports Online 63, no. 6 (2007): o2843. http://dx.doi.org/10.1107/s1600536807021484.

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43

Rahman, M. Mahbubur, S. Mosaddeq Ahmed, SMA Hakim Siddiki, et al. "A One Pot Synthesis of 5, 7-diaryl-1,5-dihydro (or 1, 2, 3, 5-tetrahydro)- pyrano[2, 3-D] pyrimidin-2, 4-diones (or 2-thioxo-4-ones)." Dhaka University Journal of Science 61, no. 2 (2013): 167–71. http://dx.doi.org/10.3329/dujs.v61i2.17065.

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A number of 5, 7-diaryl-1,5-dihydro (or 1, 2, 3, 5-tetrahydro)- pyrano[2, 3-d] pyrimidin-2, 4-diones (or 2-thioxo-4-ones) (3a-f) have been synthesized in one-step by cyclocondensation of barbituric acid or thiobarbituric acid (1) with arylideneacetophenones (2a-c), in glacial acetic acid in the presence of phosphorous pentoxide. The structures of the compounds 3a-f have been determined by UV, IR, 1H NMR, 13C NMR, mass spectral data and elemental analyses. DOI: http://dx.doi.org/10.3329/dujs.v61i2.17065 Dhaka Univ. J. Sci. 61(2): 167-171, 2013 (July)
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44

Al-Mutairi, Aamal A., Hend N. Hafez, Abdel-Rhaman B. A. El-Gazzar, and Marwa Y. A. Mohamed. "Synthesis and Antimicrobial, Anticancer and Anti-Oxidant Activities of Novel 2,3-Dihydropyrido[2,3-d]pyrimidine-4-one and Pyrrolo[2,1-b][1,3]benzothiazole Derivatives via Microwave-Assisted Synthesis." Molecules 27, no. 4 (2022): 1246. http://dx.doi.org/10.3390/molecules27041246.

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In our attempt towards the synthesis and development of effective antimicrobial, anticancer and antioxidant agents, a novel series of 2,3-dihydropyrido[2,3-d]pyrimidin-4-one 7a–e and pyrrolo[2,1-b][1,3]benzothiazoles 9a–e were synthesized. The synthesis of 2-(1,3-benzo thiazol-2-yl)-3-(aryl)prop-2-enenitrile (5a–e) as the key intermediate was accomplished by a microwave efficient method. Via a new variety oriented synthetic microwave pathway, these highly functionalized building blocks allowed access to numerous fused heteroaromatic such as 7-amino-6-(1,3-benzo thiazol-2-yl)-5-(aryl)-2-thioxo-
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45

Ferguson, G., J. N. Low, M. Nogueras та ін. "6-Methyl-5-methoxy-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranos-1-yl)-3H-1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-one". Acta Crystallographica Section C Crystal Structure Communications 54, № 7 (1998): IUC9800031. http://dx.doi.org/10.1107/s0108270198099521.

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46

Sakamoto, Toshiaki, Yuichi Koga, Masataka Hikota, et al. "8-(3-Chloro-4-methoxybenzyl)-8H-pyrido[2,3-d]pyrimidin-7-one derivatives as potent and selective phosphodiesterase 5 inhibitors." Bioorganic & Medicinal Chemistry Letters 25, no. 7 (2015): 1431–35. http://dx.doi.org/10.1016/j.bmcl.2015.02.041.

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47

Zhang, Sheng, Feize Liu, Xueling Hou, et al. "Synthesis of Novel Analogs of Thieno[2,3-d] Pyrimidin-4(3H)-ones as Selective Inhibitors of Cancer Cell Growth." Biomolecules 9, no. 10 (2019): 631. http://dx.doi.org/10.3390/biom9100631.

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New 2,3-disubstituted thieno[2,3-d]pyrimidin-4(3H)-ones were synthesized via a one-pot reaction from 2H-thieno[2,3-d] [1,3]oxazine-2,4(1H)-diones, aromatic aldehydes, and benzylamine or 4-hydroxylbezylamine. The obtained compounds were tested in vitro for cancer cell growth inhibition. Compound 19 can inhibit all four types of tested cancer cells, i.e., MCF-7, A549, PC-9, and PC-3 cells. Most of the compounds inhibited the proliferation of A549 and MCF-7 cells. Compound 15 exhibited the strongest anti-proliferative effect against A549 cell lines with IC50 values of 0.94 μM, and with no toxicit
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48

Wamhoff, Heinrich, Rainer Berressem, and Martin Nieger. "Efficient synthesis of fused isothiazole C-nucleosides. 1. Synthesis of a 3-.beta.-D-ribofuranosylisothiazolo[4,5-d]pyrimidin-7(6H)-one isostere of inosine." Journal of Organic Chemistry 58, no. 19 (1993): 5181–85. http://dx.doi.org/10.1021/jo00071a030.

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49

Sznaidman, Marcos L., and Lilia M. Beauchamp. "Regioselective synthesis of 9-substituted-8-azaguanines (5-amino-3-substituted-3,6-dihydro-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-one)." Journal of Heterocyclic Chemistry 33, no. 6 (1996): 1605–10. http://dx.doi.org/10.1002/jhet.5570330609.

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50

Choi, Dong Mi, Sangaeh Park, Tae Hyung Yoon, et al. "Determination of Analogs of Sildenafil and Vardenafil in Foods by Column Liquid Chromatography with a Photodiode Array Detector, Mass Spectrometry, and Nuclear Magnetic Resonance Spectrometry." Journal of AOAC INTERNATIONAL 91, no. 3 (2008): 580–88. http://dx.doi.org/10.1093/jaoac/91.3.580.

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Abstract Two analogs of sildenafil and vardenafil in food were detected by column liquid chromatography (LC) with a photodiode array detector. They were isolated by preparative LC; their structures were established by mass spectrometry and nuclear magnetic resonance spectrometry. One analog was found to be methisosildenafil (compound A), 5-(5-(3,5-dimethylpiperazin-1-ylsulfonyl)-2-ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]-pyrimidin-7(6H)-one. It is a sildenafil analog with a dimethylpiperazine ring substituted for the methylpiperazine group. The second analog, hydroxyvardenafil (compo
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