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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357431Generated: November 1, 2026

5-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole → 4-(5-chloro-[1H]-indol-3-yl)-piperidine

https://huagongshe.com/reaction/2357431

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleHCID 3050532—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Product4-(5-chloro-[1H]-indol-3-yl)-piperidineHCID 12831375—

Reaction Steps

5-chloro-3-(1,2,3,6-tetrahydropyridine-4-yl)-1H-indole (2 g, 9.25 mmole) was dissolved in methanol (50 ml) under argon. Pd/carbon (100 mg, 5%) was added and the reaction mixture was hydrogenated for 8 hours at 2 bar. The product was worked up by filtering the solution through silica gel and washing with methanol (10×20 ml). The filtrate was concentrated by evaporation and dried. 5-chloro-3-piperidine-4-yl-1H-indole was obtained in a yield of 2 g (100%) with an m.p. of 156°-158° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759385B2
Source datasetuspto-grants-2010_07
ORD IDord-d06039e8da5144a59418dbbca20ba181
Source noteuspto-grants-2010_07