4-Methylmorpholine → HCID 57736539, compound

Participants

Reaction Steps

To a solution of 5-[(2,5-difluorophenyl)[(4-fluorophenyl)sulfonyl]methyl]-4-methylpyridine-2-carboxylic acid (94 mg, 0.223 mmol) obtained in Example 12 in methylene chloride (3 ml), 4-hydroxypiperidine (27 mg, 0.268 mmol), 1-hydroxybenzotriazole (30 mg, 0.223 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride mg, 0.268 mmol) and 4-methylmorpholine (29 μl, 0.268 mmol) were added, and the resulting mixture was stirred for 18 hours at room temperature. Ethyl acetate was added to the reaction solution, and the mixture was washed sequentially with an aqueous sodium hydrogencarbonate and saturated brine. The organic layer was dried over anhydrous sodium sulfate and filtered, and then the filtrate 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 (=1:30) was concentrated under reduced pressure. Ethyl acetate-hexane was added to the resulting concentration residue, and the solid thus precipitated was collected by filtration, to obtain the title compound (76 mg, 0.151 mmol, 68%) as a white powder.

Provenance & Evidence