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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842316Generated: November 2, 2026

Hydrogen Peroxide → 1,1-Dimethylethyl 4-(2-amino-1,1-dimethyl-2-oxoethyl)-1-piperazinecarboxylate

https://huagongshe.com/reaction/1842316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen PeroxideHCID 784—
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl 4-(2-cyanopropan-2-yl)piperazine-1-carboxylateHCID 57420353—
SolventDimethyl SulfoxideHCID 679—
Product1,1-Dimethylethyl 4-(2-amino-1,1-dimethyl-2-oxoethyl)-1-piperazinecarboxylateHCID 57420354309.7%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a cooled (ice/water bath) solution of 4-(cyano-dimethyl-methyl)-piperazine-1-carboxylic acid tert-butyl ester (102.9 mg) in dry DMSO was added K2CO3 (9.8 mg) followed by 28% hydrogen peroxide solution (200 μL) dropwise. The resultant was heated at 40° C. overnight. Water was added and the white solid collected, washed with water and air dried to give 4-(1-carbamoyl-1-methyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester (59.6 mg). (See Tetrahedron 2002, 58, 3217). Treatment of this compound with HCl in DCM/MeOH yielded the desired amine, which was isolated as the hydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946217B2
Source datasetuspto-grants-2015_02
ORD IDord-c3990d6e972f493ba152772ff03d6b02
Source noteuspto-grants-2015_02