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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951068Generated: November 3, 2026

Trifluoroacetic acid → Rac-(4-methanesulfonyl-piperazin-1-yl)-((3s,4r)-3-methylamino-4-phenyl-pyrrolidin-1-yl)-methanone

https://huagongshe.com/reaction/1951068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantRac-[(3s,4r)-1-(4-methanesulfonyl-piperazine-1-carbonyl)-4-phenyl-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl esterHCID 67026258—
SolventDichloromethaneHCID 6344—
ProductRac-(4-methanesulfonyl-piperazin-1-yl)-((3s,4r)-3-methylamino-4-phenyl-pyrrolidin-1-yl)-methanoneHCID 5800918398%

Reaction Steps

To a solution of rac-[(3S,4R)-1-(4-methanesulfonyl-piperazine-1-carbonyl)-4-phenyl-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester (640 mg, 1.38 mmol) in CH2Cl2 (10 ml) was added TFA (2 ml) at RT. Stirring was continued over night. The reaction mixture was then concentrated under vacuo, the crude dissolved in CH2Cl2, washed with aq. NaHCO3 and the organic phase dried over Na2SO4. Purification by flash chromatography (SiO2, CH2Cl2/MeOH 95:5) yielded 0.49 g (98%) of the title compound as a white solid. ES-MS m/e: 367.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404679B2
Source datasetuspto-grants-2013_03
ORD IDord-ec3752afc2934db98331ef4cb3a4c161
Source noteuspto-grants-2013_03