Ammonium Hydroxide → HCID 66897666, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-(1-methylethoxy)-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carboxylic acid (1.8 g), N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.77 g), 1-hydroxybenzotriazole (1.24 g) and N,N-dimethylformamide (45 mL) was stirred at 50° C. for 25 min. The mixture was cooled to room temperature, and 28% aqueous ammonium hydroxide solution (1.3 mL) was added to the mixture at room temperature. After stirring at room temperature for 16 h, water was added to the mixture. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=20/80 to 100/0, volume ratio) to give the title compound (1.41 g, 79%) as a white solid. MS 389 (MH+).

Provenance & Evidence