Trifluoroacetic acid → HCID 57736457, compound

Participants

Reaction Steps

To a solution of tert-butyl[2-[[[5-[(2,5-difluorophenyl) [(4-fluorophenyl)sulfonyl]meth yl]-4-methylpyridin-2-yl]carbonyl]amino]ethyl]carbamate (90 mg, 0.160 mmol) in methylene chloride (5 ml), trifluoroacetic acid (2 ml) was added, and the resulting mixture was stirred for 2.5 hours at room temperature. The reaction solution was concentrated under reduced pressure, and methylene chloride and a 0.5 N aqueous sodium hydroxide were added thereto. The organic layer was separated, dried over anhydrous sodium sulfate, and filtered, and then the filtrate was concentrated under reduced pressure. The resulting concentration residue was dissolved in methylene chloride (5 ml), and acetic anhydride (23 μl, 0.240 mmol), triethylamine (26 μl, 0.240 mmol) and a catalytic amount of 4-dimethylaminopyridine were added thereto. The reaction solution was stirred for 20 hours at room temperature, and was concentrated under reduced pressure. The resulting concentration residue was subjected to silica gel column chromatography, and the fraction obtained from an elution with methanol:methylene chloride (=1:20) was concentrated under reduced pressure, to obtain the title compound (79 mg, 0.156 mmol, 98%) as an amorphous substance.

Provenance & Evidence