Ammonium Chloride → HCID 59331508, compound

Participants

Reaction Steps

To a solution of 6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridine-3-carboxylic acid (0.212 g) in N,N-dimethylformamide (5 mL) were added ammonium chloride (117 mg), triethylamine (0.62 mL), N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride (169 mg) and 1-hydroxybenzotriazole (135 mg), and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate:hexane=40:60-100:0, volume ratio) and recrystallized from hexane-ethyl acetate to give the title compound (0.080 g, yield 38%) as colorless crystals. MS: 480 (MH+). melting point 136-138° C.

Provenance & Evidence