3-(Trifluoromethyl)benzoyl chloride → HCID 59507021, compound

Participants

Reaction Steps

To a solution of N-[5-(5-amino-2-methoxyphenoxy)[1,3]thiazolo[5,4-b]pyridin-2-yl]cyclopropanecarboxamide (93.0 mg, 261 μmol) in pyridine (2 mL) were added a solution of 3-(trifluoromethyl)benzoyl chloride prepared above in pyridine (3 mL) and N,N-dimethylpyridine-4-amine (28.9 mg, 237 μmol), and the mixture was stirred at room temperature for 14 hr. The reaction solution was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate (50 mL). The solution was washed with 0.1N hydrochloric acid (30 mL) and saturated aqueous sodium hydrogen carbonate solution (30 mL), and dried over anhydrous magnesium sulfate, the insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate/hexane=2/98→80/20) to give the title compound (79 mg, 58%) as a white powder.

Provenance & Evidence