Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951079Generated: November 2, 2026

Triethylamine → Rac-[(3s,4r)-1-(4-cyano-benzoyl)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1951079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Cyanobenzoyl chlorideHCID 80172—
ReactantRac-[(3s,4r)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl esterHCID 67025568—
SolventDichloromethaneHCID 6344—
ProductRac-[(3s,4r)-1-(4-cyano-benzoyl)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl esterHCID 6702557598%

Reaction Steps

To a solution of rac-[(3S,4R)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester (810 mg, 2.35 mmol, described herein above) in CH2Cl2 (20 ml) was added triethyl-amine (0.42 ml, 3.05 mmol) and 4-cyano-benzoyl chloride (466 mg, 2.81 mmol). Stirring was continued over night at RT, concentrated under vacuo and purification by flash chromatography (SiO2, EtOAc/Hx 2:1) afforded 1.09 g (98%) of the title compound as a white foam. ES-MS m/e: 474.4 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404679B2
Source datasetuspto-grants-2013_03
ORD IDord-e5c4802c278645b8972f9094088d555e
Source noteuspto-grants-2013_03