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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394255Generated: October 30, 2026

Hydrochloric Acid → 1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(1H-indol-3-yl)-1-methylethyl]urea

https://huagongshe.com/reaction/1394255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantChlorotrimethylsilaneHCID 6397—
Reactant1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(1H-indol-3-yl)-1-methylethyl]ureaHCID 69216920—
SolventMethyl Ethyl KetoneHCID 6569—
Product1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(1H-indol-3-yl)-1-methylethyl]ureaHCID 69216920—
Product1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(1H-indol-3-yl)-1-methylethyl]urea hydrochlorideHCID 69217038—

Reaction Steps

In order to produce the hydrochloride (Example 18), the more polar diastereoisomer of 1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(1H-indol-3-yl)-1-methyl-ethyl]urea (100 mg, 0.24 mmole) was dissolved in ethyl methyl ketone (3 ml) and combined with trimethylchlorosilane (46 μl, 0.36 mmole). The resulting solid was filtered out and dried. The hydrochloride of the more polar diastereoisomer of 1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(1H-indol-3-yl)-1-methyl-ethyl]urea was obtained in this manner as a colorless solid with a melting point of 175-177° C. in a yield of 108 mg (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348354B2
Source datasetuspto-grants-2008_03
ORD IDord-fab3bc409b014ca98230d75c7a5f423e
Source noteuspto-grants-2008_03