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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359746Generated: October 27, 2026

1,2-Dichloroethane → (S)-2-cyclopropylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/1359746

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantCyclopropylamineHCID 69828—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantBenzyloxycarbonyl-L-prolineHCID 101987—
SolventDimethylformamideHCID 6228—
Product(S)-2-cyclopropylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl esterHCID 6999728885.6%

Reaction Steps

A mixture of carbobenzyloxy-L-proline (994 mg, 3.99 mmol), cyclopropylamine (0.41 mL, 5.9 mmol), HOBt (807 mg, 6 mmol), EDC (1.12 g, 5.9 mmol) and TEA (1.1 mL) in DMF (11 mL) was stirred at room temperature for 48 hours. The reaction was quenched with saturated sodium bicarbonate and extracted with dichloromethane. The organic layers were washed with brine, dried over sodium sulfate and concentrated. The residue was column chromatographed to give 985 mg (81%) of (S)-2-cyclopropylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599902B2
Source datasetuspto-grants-2003_07
ORD IDord-ff4ae6a4a34f441d9182894a06fff6d9
Source noteuspto-grants-2003_07