4-Methylmorpholine → 4-[[5-[(2,5-Difluorophenyl)[(4-fluorophenyl)sulfonyl]methyl]-4-methylpyridin-2-yl]carbonyl]morpholine

Participants

Reaction Steps

To a solution of 5-[(2,5-difluorophenyl)[(4-fluorophenyl)sulfonyl]methyl]-4-methylpyridine-2-carboxylic acid (119 mg, 0.282 mmol) obtained in Example 12 in methylene chloride (3 ml), morpholine (30 μl, 0.339 mmol), 1-hydroxybenzotriazole (38 mg, 0.282 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride mg, 0.339 mmol) and 4-methylmorpholine (37 μl, 0.339 mmol) were added. The reaction solution was stirred for 5 days 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 65% ethyl acetate/hexane 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 (94 mg, 0.192 mmol, 68%) as a white powder.

Provenance & Evidence