4-Methylmorpholine → HCID 69204935, compound

Participants

Reaction Steps

Under a nitrogen atmosphere and 0° C., N-methylmorpholine (44.6 μl, 0.406 mmol) and nicotinic acid chloride hydrochloride (36.1 mg, 0.203 mmol) were added to a dichloromethane solution (4 ml) of 4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)butylamine hydrochloride (67.0 mg, 0.169 mmol). After stirring at room temperature for 3 hours, the reaction mixture was diluted with dichloromethane, washed successively with a saturated aqueous solution of ammonium chloride, water and brine, dried over magnesium sulfate and then, concentrated. The residue thus obtained was subjected to flash chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate=1:3 eluate was concentrated. The resulting solid was dissolved in ethanol. To the resulting solution was added 1N hydrochloric acid-ethanol (0.5 ml), followed by concentration. The solid thus obtained was recrystallized from ethanol-ethyl acetate, whereby the title compound (67.1 mg, 0.134 mmol, 79%) was obtained as a white solid.

Provenance & Evidence