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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2245397Generated: October 27, 2026

Chloroacetyl chloride → (S)-tert-Butyl 2-((2-chloroacetamido)methyl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/2245397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl (2S)-2-(aminomethyl)pyrrolidine-1-carboxylateHCID 1512533—
SolventDichloromethaneHCID 6344—
Product(S)-tert-Butyl 2-((2-chloroacetamido)methyl)pyrrolidine-1-carboxylateHCID 59215816—

Reaction Steps

DIPEA (1.34 ml, 7.5 mmol) was added to a solution of 1,1-dimethylethyl (2S)-2-(aminomethyl)-1-pyrrolidinecarboxylate (1g, 5 mmol) in 50 ml of DCM; then chloroacetyl chloride (0.418 ml, 5.25 mmol) was slowly added and the reaction mixture stirred 1 h before being worked up. DCM was added and the organic phase was washed with a saturated solution of ammonium chloride. The crude was purified by flash chromatography eluting with cyclohexane/ethyl acetate 8/2 affording 1.24 g of the target material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07683056B2
Source datasetuspto-grants-2010_03
ORD IDord-8c9bc76090cf4e30be47e19fda341c0c
Source noteuspto-grants-2010_03