Ammonium Hydroxide → HCID 58237121, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-(1-methylethoxy)-5-{[5-(methylsulfonyl)pyridin-2-yl]oxy}-1H-indole-2-carboxylic acid (4.0 g), 1-hydroxybenzotriazole (2.07 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.93 g) and N,N-dimethylformamide (50 mL) was stirred at 50° C. for 30 min, and then cooled to room temperature. An aqueous solution of ammonium hydroxide (10%, 10 mL) was added to the mixture. The whole was stirred at room temperature for 12 h. Water was added to the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water, saturated aqueous solution of sodium hydrogen carbonate, and brine, dried (MgSO4), filtered, and concentrated in vacuo. The residue was crystallized from diisopropyl ether-ethyl acetate to give the title compound (2.26 g, 57%) as brown crystals. MS 390 (MH+).

Provenance & Evidence