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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689882Generated: October 31, 2026

tert-Butyl piperazine-1-carboxylate → 4-(1-Methyl-1-methylcarbamoyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1689882

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant2-Bromo-N,2-dimethylpropanamideHCID 287560—
CatalystSilver(II) oxideHCID 92152—
SolventTolueneHCID 1140—
Product4-(1-Methyl-1-methylcarbamoyl-ethyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 5749399693.2%

Reaction Steps

A mixture of 2-bromo-2,N-dimethyl-propionamide (312 mg), 1-BOC-piperazine (323 mg) and silver oxide (800 mg) was stirred in toluene (5 mL) at reflux. After 24 h the reaction mixture was cooled, filtered through celite, diluted with chloroform, washed with brine, dried (MgSO4) and the solvent was removed in vacuo to yield 4-(1-methyl-1-methylcarbamoyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester (461 mg). Removal of the BOC group with HCl yielded the desired compound, which was isolated as the hydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153629B2
Source datasetuspto-grants-2012_04
ORD IDord-ec0760674a704702a3d1ff9cec548e1e
Source noteuspto-grants-2012_04