N-(3-chloropropyl)piperidine hydrochloride → 3-(1-(3-Piperidylpropyl)-3-piperidyl)indole Hydrochloride

Participants

Reaction Steps

Using 3-(3-indolyl)piperidine (104 mg, 0.44 mmol) and 1-(3-chloropropyl)piperidine hydrochloride (122 mg, 0.62 mmol) instead of 4-(3-indolyl)piperidine and 3-dimethylaminopropyl chloride hydrochloride respectively, reaction, extraction, and concentration were carried out in the same procedure as Example 4. The resulting crude product was purified by column chromatography on a silica gel (silica gel NH-DM 1020 produced by Fuji Silysia Chemical Ltd., eluent; chloroform) to afford a free form (125 mg) of the title compound as a pale yellow viscous oil. After adding hydrochloric acid/methanol to a solution of the free form in methanol, the mixture was concentrated and was then freeze-dried to afford the title compound (129 mg, yield: 74%) as a white amorphous solid.

Provenance & Evidence