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

Participants

Role	Name	HCID	Charge
Reactant	Hydrogen Peroxide	HCID 784	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	tert-Butyl 4-(2-cyanopropan-2-yl)piperazine-1-carboxylate	HCID 57420353	—
Solvent	Dimethyl Sulfoxide	HCID 679	—
Solvent	Water	HCID 962	—
Product	1,1-Dimethylethyl 4-(2-amino-1,1-dimethyl-2-oxoethyl)-1-piperazinecarboxylate	HCID 57420354	410.5%

Reaction Conditions

Temperature	40 °C

Reaction Steps

To a solution of 4-(cyano-dimethyl-methyl)-piperazine-1-carboxylic acid tert-butyl ester (1 g) and K2CO3 (100 mg) in dry DMSO (20 mL) at 0° C. was added a 27.5% hydrogen peroxide (2 mL) dropwise. The resulting mixture was heated at 40° C. overnight then diluted with water give a solid. This was collected, washed and dried to give 4-(1-carbamoyl-1-methyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester (806 mg). Subsequent treatment with 2M HCl in ether gave 2-piperazin-1-yl-isobutyramide dihydrochloride (100%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08802670B2
Source dataset	uspto-grants-2014_08
ORD ID	ord-b10c24e273044ef7b1713b5753b144c5
Source note	uspto-grants-2014_08