Potassium Carbonate → 5-nitro-1-(2-pyrrolidin-1-ylethyl)-1H-indole

Participants

Reaction Steps

A reaction mixture of 16.2 g (100 mmol) of 5-nitroindole, 35.0 g (206 mmol) of 1-(2-chloroethyl)pyrrolidine hydrochloride, and 51.0 g (369 mmol) of potassium carbonate in 500 mL of DMF is stirred for 48 hours at ambient temperature and then filtered. The filtrate is evaporated down, and the residue is dissolved in dichloromethane and dried over sodium sulfate. The drying agent is filtered off and the filtrate evaporated down. Yield: 25 g (96% of theory); Rf value: 0.65 (silica gel, dichloromethane/methanol/ammonia=9:1:0.1); C14H17N3O2; EII mass spectrum: m/z=260 [M+H]+.

Provenance & Evidence