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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 457155Generated: October 29, 2026

Potassium Carbonate → 3-[(4-Chloro-benzyl)-methoxycarbonylmethyl-amino]-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/457155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl bromoacetateHCID 60984—
Reactant3-(4-Chloro-benzylamino)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66757670—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product3-[(4-Chloro-benzyl)-methoxycarbonylmethyl-amino]-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66758384—

Reaction Steps

To a solution of 3-(4-Chloro-benzylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester (3.3 g, 10.7 mmol) in DMF (40 mL) was added Bromo-acetic acid methyl ester (1.01 mL, 10.7 mmol) and K2CO3 (1.48 g, 10.7 mmol). The resultant suspension was stirred at 70° C. overnight. The reaction mixture was diluted with water and ethyl ether. The organic extract was dried over MgSO4, filtered and concentrated to provide the desired product as an oil. The crude product was purified on SiO2 and concentrated to provide the desired product as an oil (3.5 g, 87%). LCMS (retention time=2.96, ES+383).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186729B2
Source datasetuspto-grants-2007_03
ORD IDord-98cd12d96c624d8993d66077cdfee336
Source noteuspto-grants-2007_03