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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357464Generated: October 31, 2026

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

https://huagongshe.com/reaction/2357464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantChlorotrimethylsilaneHCID 6397—
Reactant4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amideHCID 10255793—
SolventMethyl Ethyl KetoneHCID 6569—
Product4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide hydrochlorideHCID 10255792—
Product4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amideHCID 10255793—

Reaction Steps

To prepare the hydrochloride the non-polar diastereoisomer of 4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide (170 mg, 0.36 mmole) was dissolved in ethyl methyl ketone (4 ml) and chlorotrimethylsilane (68 μl, 0.54 mmole) was added. The solid thereby formed was filtered off and dried. The hydrochloride of the non-polar diastereoisomer of 4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide was thereby obtained in a yield of 183 mg (100%) as a colourless solid (Example 32) with an m.p. of 163°-165° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759385B2
Source datasetuspto-grants-2010_07
ORD IDord-38416b2c1ae74b6eaa428f67d8ebf6ef
Source noteuspto-grants-2010_07