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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527339Generated: November 4, 2026

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

https://huagongshe.com/reaction/1527339

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-butyl ester (560 mg, 1.41 mmol) in CH2Cl2 (8 mL) was added TFA (4 mL), and the solution was stirred at RT for 2 h. Methanol was added then added, and volatiles were removed under reduced pressure. The residue was taken up in methanol and concentrated in vacuo to afford the crude title compound as a yellow resin. MS (LC/MS): 298.0 [M+H]+; tR (HPLC conditions c): 3.59 min. The product was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085555B2
Source datasetuspto-grants-2015_07
ORD IDord-52b99ef1625e4fdf86c3ca7bdedeadf6
Source noteuspto-grants-2015_07