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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 881305Generated: November 1, 2026

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

https://huagongshe.com/reaction/881305

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 hours the reaction mixture was cooled, filtered through celite, diluted with chloroform, washed with brine, dried (MgSO4) and the solvent 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 N-methyl-2-piperazin-1-yl-isobutyramide, which was isolated as the hydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993563B2
Source datasetuspto-grants-2015_03
ORD IDord-e9546a2b72a14461b6e2c6558594fc1e
Source noteuspto-grants-2015_03