Formaldehyde → HCID 57736500, compound

Participants

Reaction Steps

To a solution of 4-methyl-5-[[[4-(trifluoromethyl)phenyl]sulfonyl](2,3,6-trifluorophenyl) methyl]pyridine-2-carboxamide (171 mg, 0.350 mmol) in ethylene glycol dimethyl ether (5 ml), an aqueous solution of formaldehyde (37%, 78.9 μl) and an aqueous sodium hydroxide (17.5 μl) were added at room temperature, and the mixture was stirred for 15 hours. Ethyl acetate was added to the reaction mixture, and the mixture was washed with saturated aqueous ammonium chloride. Subsequently, 1 N hydrochloric acid was added to the organic layer, and the mixture was stirred for 1 hour. After the organic layer was separated, the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and filtered, and then the filtrate was concentrated under reduced pressure. The resulting residue was subjected to flash silica gel chromatography, and the fraction obtained from an elution with hexane:ethyl acetate=1:1 was concentrated under reduced pressure. The resulting residue was washed with a mixed solvent of 2-propanol and hexane, and then was collected by filtration, to obtain the title compound (139 mg, 0.268 mmol, 77%) as a white solid.

Provenance & Evidence