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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908969Generated: October 31, 2026

Diethyl Ether → (2S)-2-[2-(4-Dimethylamino-4-phenylcyclohexyl)acetylamino]-3-(1H-indol-3-yl)propanoic acid methyl ester hydrochloride

https://huagongshe.com/reaction/908969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantChlorotrimethylsilaneHCID 6397—
Reactant(2S)-2-[2-(4-Dimethylamino-4-phenylcyclohexyl)acetylamino]-3-(1H-indol-3-yl)propanoic acid methyl esterHCID 67386266—
SolventMethyl Ethyl KetoneHCID 6569—
Product(2S)-2-[2-(4-Dimethylamino-4-phenylcyclohexyl)acetylamino]-3-(1H-indol-3-yl)propanoic acid methyl ester hydrochlorideHCID 6738627496%

Reaction Steps

(2S)-2-[2-(4-Dimethylamino-4-phenylcyclohexyl)acetylamino]-3-(1H-indol-3-yl)propanoic acid methyl ester (271 mg, 0.587 mmol) was dissolved in ethyl methyl ketone, and chlorotrimethylsilane (0.111 ml, 0.88 mmol) was added. After 1 h ether (30 ml) was added to the mixture and the mixture was stirred for a further 10 min. The hydrochloride was filtered off and obtained as a colourless solid in a yield of 96% (278 mg) with an m.p. of 239-241° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017630B2
Source datasetuspto-grants-2011_09
ORD IDord-ca096800056a419e9498e922c8f5fbbd
Source noteuspto-grants-2011_09