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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235322Generated: October 30, 2026

Hydrochloric Acid → 1-Cyclohexyl-3-[2,4-dichloro-4'-(3-dimethylamino-propoxy)-biphenyl-3-ylmethyl]-pyrrolidin-2-one hydrochloride

https://huagongshe.com/reaction/2235322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium IodideHCID 5238—
ReactantCesium carbonateHCID 10796—
Reactant(3-Bromo-propyl)-dimethyl-amine hydrochlorideHCID 12440776—
Reactant3-(3-(4-Hydroxyphenyl)-2,6-dichlorobenzyl)-1-cyclohexylpyrrolidin-2-oneHCID 59299328—
SolventAcetoneHCID 180—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
Product1-Cyclohexyl-3-[2,4-dichloro-4'-(3-dimethylamino-propoxy)-biphenyl-3-ylmethyl]-pyrrolidin-2-one hydrochlorideHCID 6847191565.1%

Reaction Steps

Place 3-(3-(4-hydroxyphenyl)-2,6-dichlorobenzyl)-1-cyclohexylpyrrolidin-2-one (0.200 g, 0.478 mmol), sodium iodide (0.072 g, 0.478 mmol, and cesium carbonate (1.25 g, 3.82 mmol) in acetone (lOmL). Add 3-bromo-N,N-dimethylpropan-1-amine hydrochloride (0.194 g, 0.956 mmol) and stir at room temperature for 3 hours. Add water and extract with DCM. Dry, filter, and concentrate. Purify by silica gel to give the free base. Dissolve in DCM and add 2M HCl in ether. Concentrate to give 84 mg (33%) of the title compound as a tan solid. Mass spectrum (apci) m/z=503.3 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713979B2
Source datasetuspto-grants-2010_05
ORD IDord-5b70c7b2402747c89b2d1b7cd14da646
Source noteuspto-grants-2010_05