4-Methylmorpholine → HCID 57736512, compound

Participants

Reaction Steps

To a solution of 5-[(2,5-difluorophenyl)[(4-fluorophenyl)sulfonyl]methyl]-4-methylpyridine-2-carboxylic acid (374 mg, 0.888 mmol) obtained in Example 12 in methylene chloride (10 ml), tert-butyl (2-aminoethyl)carbamate (170 μl, 1.07 mmol), 1-hydroxybenzotriazole (120 mg, 0.888 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (206 mg, 1.07 mmol) and 4-methylmorpholine (116 μl, 1.07 mmol) were added, and the mixture was stirred for 19 hours at room temperature. Ethyl acetate was added to the reaction solution, and the mixture was washed sequentially with saturated aqueous sodium hydrogencarbonate and saturated brine. The organic layer was dried over anhydrous sodium sulfate and filtered, and 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 hexane:ethylacetate (=1:1) was concentrated under reduced pressure, to obtain the title compound (491 mg, 0.871 mmol, 98%) as an amorphous substance.

Provenance & Evidence