Copper mediated one-pot synthesis of quinazolinones and exploration of piperazine linked quinazoline derivatives as anti-mycobacterial agents

Abstract

A facile method was developed for the synthesis of quinazolinone derivatives in a one-pot condensation reaction <i>via in situ</i> amine generation using ammonia as the amine source and with the formation of four new C-N bonds in good to excellent yields. With the optimised method, we synthesized a library of piperazine linked quinazoline derivatives and the synthesized compounds were evaluated for their inhibitory activity against <i>Mycobacterium tuberculosis</i>. The compounds 8b, 8e, 8f, 8m, 8n and 8v showed potent anti-mycobacterial activity with MIC values of 2-16 μg mL^-1. All the synthesized compounds follow Lipinski's rules for drug likeness.