Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622184Generated: October 25, 2026

Water → 4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]phenylethylsulfone

https://huagongshe.com/reaction/1622184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-FluorophenylethylsulfoneHCID 53443726—
Reactant(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidine dihydrochlorideHCID 67408696—
SolventDimethyl SulfoxideHCID 679—
SolventChloroformHCID 6212—
Product4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]phenylethylsulfoneHCID 6740702473.7%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 150 mg of (S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidine dihydrochloride and 108 mg of 4-fluorophenylethylsulfone in 2 ml of DMSO was added 263 mg of potassium carbonate, and the reaction mixture was stirred at 130° C. for 1 day. To the reaction mixture was added water and chloroform, the mixture was stirred and the liquids were separated. The organic layer was dried and evaporated, and then, the residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=80:20→40:60) to obtain 132.5 mg of 4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]phenylethylsulfone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778628B2
Source datasetuspto-grants-2014_07
ORD IDord-585e3ab3623f4b149a0a72ce19855af3
Source noteuspto-grants-2014_07