14040-93-8Relevant academic research and scientific papers
A new synthesis of substituted imidazo[4,5-￡]pyridinones by reductive cyclisation of 4-nitro-l//-imidazol-5-yl di-, and tri-carbonyl compounds
Tennant, George,Wallis, Christopher J.,Weaver, George W.
, p. 629 - 640 (2007/10/03)
A new synthetic route to the biologically important imidazo[4,5-6]pyridine ring system is described. An efficient method for the condensation of 4-nitro-l//-imidazole-5-carbonyl chlorides with activated methylene compounds using magnesium ethoxide has been developed. The imidazolyl di-, and tri-carbonyl compounds formed in this process were found to be good substrates for reductive cyclisation to the little studied 4-hydroxyimidazo[4,5-i]pyridinones by either catalytic hydrogenation over palladium or by treatment with alkaline sodium borohydride in the presence of palladium. Highly oxygenated derivatives of 1-deazapurines are thus readily available by this method.
