Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527411Generated: November 4, 2026

Trifluoroacetic acid → (2S,3S,4S)-4-Fluoro-3-methoxy-pyrrolidine-2-carboxylic acid 3-chloro-2-fluoro-benzylamide trifluoroacetate

https://huagongshe.com/reaction/1527411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(2S,3S,4S)-2-(3-chloro-2-fluoro-benzylcarbamoyl)-4-fluoro-3-methoxy-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 68283934—
SolventDichloromethaneHCID 6344—
Product(2S,3S,4S)-4-Fluoro-3-methoxy-pyrrolidine-2-carboxylic acid 3-chloro-2-fluoro-benzylamide trifluoroacetateHCID 86673852—

Reaction Steps

TFA (0.86 mL, 11.12 mmol) was added to a solution of (2S,3S,4S)-2-(3-chloro-2-fluoro-benzylcarbamoyl)-4-fluoro-3-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester (450 mg, 1.12 mmol) in CH2Cl2 (20 mL). The reaction mixture was stirred overnight then was concentrated. The residue was triturated with Et2O (10 mL) to give a precipitate which was filtered off, washed with Et2O (10 mL) then dried under high vacuum. The absolute stereochemistry was confirmed by X-ray. tR (HPLC conditions f): 0.40 min; MS (UPLC): 349 [M+HCOO]−, 305 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085555B2
Source datasetuspto-grants-2015_07
ORD IDord-aa3c3d08847c4258a67a1d9e300778c4
Source noteuspto-grants-2015_07