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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357468Generated: November 2, 2026

Hydrochloric Acid → 3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide

https://huagongshe.com/reaction/2357468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantChlorotrimethylsilaneHCID 6397—
Reactant3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amideHCID 59385565—
SolventMethyl Ethyl KetoneHCID 6569—
Product3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amideHCID 59385565—
Product3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide hydrochlorideHCID 67532661—

Reaction Steps

To prepare the hydrochloride the non-polar diastereoisomer of 3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide (217 mg, 0.45 mmole) was dissolved in ethyl methyl ketone (5 ml) and chlorotrimethylsilane (86 μl, 0.68 mmole) was added. The solid thereby formed was filtered off and dried. The hydrochloride of the non-polar diastereoisomer of 3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide was thereby obtained in a yield of 233 mg (100%) as a colourless solid (Example 35) with an m.p. of 195°-198° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759385B2
Source datasetuspto-grants-2010_07
ORD IDord-3da82f73eea144a4afc09f6bc7041d5d
Source noteuspto-grants-2010_07