A rapid synthetic method of pyridobenzodiazepines

Abstract

A new one-pot Bischler-Napeiralski type cyclization reaction between pyridine-1,2-diamines and various carboxylic acids with PPA as catalyst to prepare pyridobenzodiazepines is proposed. In the new synthetic route, the reaction time is only one-third of the methods reported. The synthetic strategy provides an efficient way to prepare novel structurally diversified heterocyclic compounds of pyridobenzodiazepine family with potential pharmaceutical or biological activities.

(11-Methylpyrido[2,3-b][1,4]benzodiazepin-6-yl)(phenyl)methanone

“…For general background to pyridobenzodiazepine derivatives, see: Eberlein et al (1987); Horton et al (2003); Shi et al (2008Shi et al ( , 2010; Tahtaoui et al (2004). For a related structure, see: Spirlet et al (2003).…”

“…reported pyridobenzodiazepines amino or aryl or alkyl group is attached at the C6-position of the heterocyclic nucleus (Eberlein et al, 1987;Tahtaoui et al, 2004;Shi et al, 2008Shi et al, , 2010 while the attachment of a ketone group has not been reported. We report here the crysatal structure of the title compound which contains a benzoyl group at the C6-position.…”