Ammonium Hydroxide → HCID 66897756, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-[2-methoxy-1-(methoxymethyl)ethoxy]-5-{[5-(methylsulfonyl)pyridin-2-yl]oxy}-1H-indole-2-carboxylic acid (1.66 g), N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.4 g), 1-hydroxybenzotriazole (1.0 g) and N,N-dimethylformamide (15 mL) was stirred at 50° C. for 30 min. The mixture was cooled to room temperature, and 25% ammonium hydroxide solution (1.5 mL) was added to the mixture. After stirring at room temperature for 14 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 residue was purified by basic silica gel column chromatography (methanol/ethyl acetate/hexane=0/60/40 to 10/90/0, volume ratio) to give the title compound (1.66 g, 100%) as a colorless amorphous solid. MS 450 (MH+).

Provenance & Evidence