Three-Component Synthesis of Nicotinamide Derivatives Based on Cross-Recyclization of 2,6-Diamino-4-aryl-3,5-dicyano-4H-thiopyrans with Acetoacetanilide and Alkylating Reagents.

Abstract

Three-component reaction of 2,6-diamino-4-aryl-3,5-dicyano-4H-thiopyrans, acetoacetanilides, and alkylating reagents proceeds via cross-recyclization of thiopyrans to form 6-alkylthio-4-aryl-N-aryl-2-methyl-5- cyanonicotinamides, 3-imino-6-methyl-2-(4-methoxybenzoyl)-4-(3,4-dimethoxyphenyl)-N-phenyl-2,3-dihydrothieno[ 2,3-b]pyridine-5-carboxamide, and 3-amino-6-methyl-4-(3,4-dimethoxyphenyl)-2-(4-oxo-4H-pyrido[1,2-a]- pyrimidin-2-yl)-N-phenylthieno[2,3-b]pyridine-5-carboxamide.