Water → 6-Chloro-N-phenylimidazo[1,2-a]pyridine-2-carboxamide

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Reaction Steps

1 ml of dimethylformamide is added to a solution of 0.196 g of 6-chloroimidazo[1,2-a]pyridine-2-carboxylic acid in 3 ml of dichloromethane and 0.146 ml of thionyl chloride. The reaction mixture is stirred at ambient temperature for 3 hours. 0.273 ml of aniline is added and the mixture is stirred at ambient temperature for 22 hours. 20 ml of dichloromethane and 10 ml of water are added. After separation by settling, the organic phase is dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure, and then the residue is purified on a silica column, elution being carried out with dichloromethane. The fractions comprising the product are combined and concentrated to dryness under reduced pressure to give 0.204 g of 6-chloro-N-phenylimidazo[1,2-a]pyridine-2-carboxamide in the form of a white solid.

Provenance & Evidence