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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242673Generated: October 31, 2026

Potassium Carbonate → 3-(Carbamoylmethyl-amino)-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/242673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-BromoacetamideHCID 69632—
Reactant(R)-(+)-1-Boc-3-aminopyrrolidineHCID 854070—
SolventDimethylformamideHCID 6228—
Product3-(Carbamoylmethyl-amino)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66758446—

Reaction Steps

To a solution of (R)-3-amino-1-N-Boc pyrrolidine (0.5 g, 2.68 mmol) and 2-bromo acetamide (0.44 g, 3.21 mmol) in DMF (6.0 mL) was added potassium carbonate (1.11 g, 8.04 mmol) and the reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated and re-dissolved in dichloromethane. Potassium carbonate was filtered off and filtrate was concentrated and purified using ethyl acetate/methanol (5%). 1H-NMR (CDCl3) δ: 1.50 (9H, s), 1.60-1.80 (2H, m), 2.10 (1H, m), 3.10-3.60 (6H, m), 5.65 (1H, br, s), 6.90 (1H, br, s). ESI-MS m/z: 367(M+1), UV

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653096B2
Source datasetuspto-grants-2014_02
ORD IDord-9bdf1e1b276449e78d12b1fa382f4729
Source noteuspto-grants-2014_02