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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1807296Generated: October 30, 2026

Trifluoroacetic acid → HCID 67369526, compound

https://huagongshe.com/reaction/1807296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantrac tert-butyl 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)benzylcarbamateHCID 53358000—
SolventDichloromethaneHCID 6344—
ProductHCID 67369526HCID 6736952699.7%

Reaction Steps

To a solution of rac tert-butyl 4-((2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-neopentylpyrrolidine-2-carboxamido)benzylcarbamate (64 mg, example XC31) in CH2Cl2 (4 ml) was added TRIFLUOROACETIC ACID (5.92 g, 4 mL) and the reaction was stirred at 0 C for 1.5 hrs. The crude reaction mixture was concentrated in vacuo and the taken up in CH2Cl2 (80 mL) and washed with sat Na2CO3 (2×15 mL), water (2×15 mL) and concentrated to give rac-(2R,3S,4R,5S)-4-(4-Chloro-2-fluoro-phenyl)-3-(3-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid (4-aminomethyl-phenyl)-amide as a white solid (54.3 mg, 99%). HRMS (ES+) m/z Calcd for C30H31Cl2F2N4O [(M+H)+]: 571.1838. found: 571.1837.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354444B2
Source datasetuspto-grants-2013_01
ORD IDord-6d999817323f44e885ef720167eeb446
Source noteuspto-grants-2013_01