Preparation of triazolopyridine derivatives as antibacterial agents.

Abstract

Title compds. I [X = NH-C(J)-T-R1, NH-SO2-NH-R1; J = O, S; T = NH, O; R1 = H, (un)substituted cyclo/cycloalkyl/alkyl, Ph, phenylalkyl; R2-R5 = independently H, halo, CN, OH, (un)substituted alk(en/yn)yl, heteroaryl, heterocyclyl, etc.; and their salts] were prepd. as antimicrobial, particularly antibacterial agents. For example, II was prepd., in 4 steps, by reacting 2-amino-4-bromopyridine with ethoxycarbonyl isothiocyanate, followed by cyclization with NH2OH•HCl in the presence of DIEA in MeOH/EtOH, reaction with of the amine with Et isocyanate, and Pd-coupling of the bromide with (3-Pyridinyl)boronic acid. I showed inhibitory activity against Neisseria gonorrhoeae. [on SciFinder(R)]