Methyltryptamine → (2-Indol-3-ylethyl)methyl(3-piperidylpropyl)amine Hydrochloride

Participants

Reaction Steps

Using 3-(2-methylaminoethyl)indole (123 mg, 0.70 mmol) and 1-(3-chloropropyl)piperidine hydrochloride (198 mg, 1.0 mmol) instead of 4-(3-indolyl)piperidine and 1-(3-chloropropyl)-3-(4-methoxyphenyl)piperidine hydrochloride respectively, reaction and concentration were carried out in the same procedure as Example 2. 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; hexane:ethyl acetate=1:1) to afford a free form (166 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 reprecipitated with methanol/ether to afford the title compound (167 mg, yield: 64%) as a pale yellow crystalline powder.

Provenance & Evidence