Regioselective synthesis of fused pyrimidines and quinazolines linked to Phenoxy-N-arylacetamide moieties as novel hybrid molecules via Biginelli-like reaction

Abstract

A novel series of 6-acetyl-[1,2,4]triazolo[1,5-a]pyrimidines, hexahydro-[1,2,4]triazolo[5,1-b]quinazolines, tetrahydrobenzo[4,5]imidazo[2,1-b]quinazolin-1-ones, and 3-acetyl-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidines linked to phenoxy-N-arylacetamide moieties were prepared via Biginelli-like cyclo-condensation reaction of the 2-(4-formylphenoxy)-N-arylacetamides, with the appropriate active methylene containing reagents and nitrogen bi-nucleophiles. Elements and spectroscopic data were used to confirm the compositions of the novel compounds. We proposed a reasonable mechanism for the creation of target products.