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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527334Generated: November 4, 2026

Methanol → (2S,3R)-3-Azido-pyrrolidine-2-carboxylic acid 3-chloro-2-fluoro-benzylamide trifluoroacetate

https://huagongshe.com/reaction/1527334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTrifluoroacetic acidHCID 6422—
Reactant(2S,3R)-3-Azido-2-(3-chloro-2-fluoro-benzylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 86673821—
SolventDichloromethaneHCID 6344—
Product(2S,3R)-3-Azido-pyrrolidine-2-carboxylic acid 3-chloro-2-fluoro-benzylamide trifluoroacetateHCID 86673822—

Reaction Steps

To a solution of (2S,3R)-3-azido-2-(3-chloro-2-fluoro-benzylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butylester (87 mg, 0.22 mmol) in CH2Cl2 (6 mL) was added TFA at RT, and stirring was continued overnight at RT. Methanol was added to the reaction mixture and volatiles were removed under reduced pressure. The residue was taken up in MeOH and concentrated in vacuo to afford the crude title compound as a colorless wax. The product was used in the next reaction step without further purification. MS (LC/MS): 298 [M+H]+; tR (HPLC conditions b): 2.71 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085555B2
Source datasetuspto-grants-2015_07
ORD IDord-769a403816e7477ca6dd7e7a0acbfa53
Source noteuspto-grants-2015_07