Synthesis of Some Pyrido[4,3- d] pyrimidine Derivatives from Malononitrile
Abstract
A series of pyrido[4,3-d]pyrimidine derivatives (5a-f) were synthesized using malononitrile (1) as a starting material. Initially 1 was bubbled by HBr in toluene for 2 hrs, which forms 4,6-Diamino-2-bromo-3-cyanopyridine (2). The compound 2 by direct hydrolysis of the nitrile group to the corresponding carboxamide by treatment of H2O2 in aqueous alkaline conditions gives4,6-Diamino-2-bromonicotinamide (3). By refluxing 3 under nitrogen with setoforthoesters, triethylorthoformate and triethyorthoacetate gives 7-Amino-5-bromopyrido[4,3-d]pyrimidin-4(3H)-one(4x) and 7-Amino-5-bromo-2-methylpyrido[4,3-d]pyrimidin-4(3H)-one(4y) respectively. Finally, by using 4x-y series,pyrido[4,3-d]pyrimidine derivatives (5a-f) were synthesized.
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