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Title: Pyrido[2,3-d]pyrimidines and their ribofuranosides: Synthesis and antimicrobial investigations
Authors: Kumar, Naresh
Tiwari, Sangeeta
Yadav, Ashok K
Keywords: Pyrido[2,3-d]pyrimidines;Ribofuranosides;Antibacterial activity;Antifungal activity;Spectroscopic data
Issue Date: Apr-2007
Publisher: CSIR
IPC Code: Int. Cl. ⁸ C07D
Abstract: 4-Amino-5,7-disubstituted pyrido[2,3-d]pyrimidines 3, 4-amino-5,7-disubstituted pyrido[2,3-d]pyrimidine-2(1H)-thiones 4, and 4-amino-3,5,7-trisubstituted pyrido [2,3-d]pyrimidines-2,4-(1H, 3H)-dione 5 have been synthesized by condensation of 2-amino-3-cyano-4,6-disubstituted pyridines 2 and formamide, thiourea and aryl isocyanate respectively. Compounds 2 have been prepared by the treatment of chalcones 1 with malononitrile in presence of ammonium acetate in quantitative yield. The heterocyclic bases viz. 4 and 5 have been treated with hexamethyl disilazane to give S/O-trimethylsilyl derivative, in situ, which on condensation with β-D-ribofuranosyl-1-acetate-2,3,5-tribenzoate yield the corresponding nucleoside, i.e. 4-amino-5,7-disubstituted-1-( β-D-ribofuranosyl) pyrido[2,3-d]-2(1H)-thiones 6 and 4-imino-3,5,7-trisubstituted-1(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)pyrido[2,3-d]pyrimidin-2-ones 7.
Page(s): 702-706
ISSN: 0376-4699
Appears in Collections:IJC-B Vol.46B(04) [April 2007]

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