Ethyl Acetate → 6-fluoro-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]pyridine-3-carboxamide

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Reaction Steps

A stirred suspension of 6-fluoronicotinic acid (80 mg, 0.414 mmol) in thionyl chloride (2 ml) was heated under reflux for 4 h. The excess reagent was then removed under reduced pressure to give a crude solid. The amide was prepared as described in the Amide Coupling section using the crude solid and 4-(6-methylimidazo[1,2-a]pyridin-2-yl)aniline (92 mg, 0.414 mmol) in dry THF (13 ml) and diisopropylethylamine (106 μl, 0.608 mmol) to give the title compound (86 mg, 60%) as a colourless solid after work-up and flash chromatography (EtOAc).

Provenance & Evidence