Water → 5-bromo-3-(1-{[2-(methyloxy)ethyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide

Participants

Reaction Steps

Under nitrogen, 2-(methyloxy)ethanesulfonyl chloride (43.8 g) was added dropwise over 30 minutes to a cooled, 10° C., suspension of 5-bromo-3-(4-piperidinyl)-1H-indole-7-carboxamide hydrochloride (Intermediate 1, 66 g) in N,N-dimethylformamide (DMF) (350 mL) and triethylamine (77 mL). The reaction mixture was stirred for 3 hours. The reaction mixture was poured into water (2000 mL) and stirred for 1 hour. The resultant solid was collected by filtration and washed with water. The solid was dried in vacuo at 40° C. to give the title compound (67.1 g) as a cream solid.

Provenance & Evidence