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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394246Generated: November 1, 2026

Hydrochloric Acid → N-[(4-Dimethylamino-4-phenylcyclohexylcarbamoyl)methyl]-3-(1H-indol-3-yl)propionamide hydrochloride

https://huagongshe.com/reaction/1394246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantN-[(4-dimethylamino-4-phenylcyclohexylcarbamoyl)methyl]-3-(1H-indol-3-yl)propionamideHCID 69216416—
SolventMethyl Ethyl KetoneHCID 6569—
ProductN-[(4-Dimethylamino-4-phenylcyclohexylcarbamoyl)methyl]-3-(1H-indol-3-yl)propionamide hydrochlorideHCID 69217040—

Reaction Steps

In order to produce the hydrochloride (Example 12), the more polar diastereomer of N-[(4-dimethylamino-4-phenylcyclohexylcarbamoyl)methyl]-3-(1H-indol-3-yl)propionamide (257 mg, 0.57 mmole) was dissolved in ethyl methyl ketone and combined with trimethylchlorosilane (108 μl, 0.86 mmole). The resulting solid was filtered out and dried. Example 12 was obtained as a colorless solid (m.p. 135-137° C.) in a yield of 220 mg (79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348354B2
Source datasetuspto-grants-2008_03
ORD IDord-3f6bd26537ff47fb81bc6c5f60a26628
Source noteuspto-grants-2008_03