Ammonium Hydroxide → HCID 66897791, compound

Participants

Reaction Steps

A mixture of 7-methoxy-5-{[6-(methoxymethyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylic acid (2.28 g), N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.66 g), 1-hydroxybenzotriazole (2.13 g) and N,N-dimethylformamide (30 mL) was stirred at room temperature for 20 min. A solution of 25% ammonium hydroxide (3 mL) was added to the mixture. After stirring at room temperature for 15.5 h, the mixture was concentrated under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated. The residual oil was solidified with ethyl acetate-diethyl ether and the resulting solid was washed with diethyl ether to give the title compound (1.65 g, 73%) as a pale orange solid. MS 328 (MH+).

Provenance & Evidence