4-Methylmorpholine → HCID 59750942, compound

Participants

Reaction Steps

To a suspension of the [6-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]carboxylic acid (100 mg, 0.236 mmol), which had been obtained in Example 338, in dichloromethane (6 ml) were added N-methylmorpholine (77.7 μl, 0.708 mmol), o-methylhydroxylamine hydrochloride (23.6 mg, 0.283 mzmol), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (54.3 mg, 0.283 mmol). After stirring at room temperature for 1 hour, tetrahydrofuran (1 ml) was added to the mixture. The reaction mixture was stirred at room temperature for 18 hours. The mixture was then diluted with dichloromethane, and washed with water and brine. The organic layer thus obtained was dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to flash chromatography on a silica gel column and a fraction obtained from the elution portion with hexane:ethyl acetate=1:1 was concentrated, whereby a white solid was obtained. The solid was washed with ethyl acetate, whereby the title compound (55.1 mg, 0.122 mmol, 52%) was obtained as a white powder.

Provenance & Evidence