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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185428Generated: November 2, 2026

Triethylamine → (S)-1-(2-Bromo-acetyl)-pyrrolidine-2-carboxylic acid cyclopropylamide

https://huagongshe.com/reaction/1185428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBromoacetyl bromideHCID 61147—
Reactant(S)-N-cyclopropylpyrrolidine-2-carboxamide hydrochlorideHCID 66855012—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product(S)-1-(2-Bromo-acetyl)-pyrrolidine-2-carboxylic acid cyclopropylamideHCID 68600753—

Reaction Steps

To a solution of 1.2 g of bromo-acetyl bromide in 30 ml of DCM a solution of 1 g of (S)-Pyrrolidine-2-carboxylic acid cyclopropylamide hydrochloride, 0.6 g of triethylamine and 7 mg of DMAP in 10 ml of DCM was added drop-wise at 0° C. After 1 h the reaction mixture was diluted with ethyl acetate and the solids were filtered off. The organic phase was evaporated under reduced pressure and the residue was filtered over silica gel eluting with ethyl acetate/heptane (8/2). After evaporation of the solvent the obtained product was pure enough for the subsequent reaction step. Yield: 1.3 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669266B2
Source datasetuspto-grants-2014_03
ORD IDord-2798415fcf58488d94236db9eeabf200
Source noteuspto-grants-2014_03