Rapid, metal-free and aqueous synthesis of imidazo[1,2-: A] pyridine under ambient conditions
A novel, rapid and efficient route to imidazo[1,2-a]pyridines under ambient, aqueous and metal-free conditions is reported. The NaOH-promoted cycloisomerisations of N-propargylpyridiniums give quantitative yield in a few minutes (10 g scale). A comparison of common green metrics to current routes showed clear improvements, with at least a one order of magnitude increase in space-time-yield.
Chapman, Michael R.,Kwan, Maria H. T.,King, Georgina E.,Kyffin, Benjamin A.,Blacker, A. John,Willans, Charlotte E.,Nguyen, Bao N.
Discovery of imidazo[1,2-a]pyridines as potent MCH1R antagonists
A series of imidazo[1,2-a]pyridine derivatives was identified and evaluated for MCH1R binding and antagonistic activity. Introduction of a methyl substituent at the 3-position of imidazo[1,2-a]pyridine provided compounds with a significant improvement in MCH1R affinity. Representative compounds in this series exhibited good potency and brain exposure in rats.