Dimethylformamide → 2,6-difluoro-4-methoxy-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]benzamide

Participants

Reaction Steps

To a stirred solution of 2,6-difluoro-4-methoxybenzoic acid (0.25 g, 1.34 mmol) in thionyl chloride (7 ml) was added a drop of DMF and the reaction mixture was then heated under reflux for 3 h. On cooling to room temperature the excess reagent was removed under reduced pressure to give a crude residue. The amide was prepared as described in the Amide Coupling section using of the crude residue and 4-(6-methylimidazo[1,2-a]pyridin-2-yl)aniline (0.30 g, 1.34 mmol) in dry pyridine (15 ml) to give the title compound (0.24 g, 45%) as a pale yellow solid after work-up and flash chromatography (2:1 EtOAc/Hexane followed by EtOAc then MeOH).

Provenance & Evidence