HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl piperazine-1-carboxylate → 4-(1-Methyl-1-methylcarbamoyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 2-Bromo-N,2-dimethylpropanamide | HCID 287560 | — |
| Catalyst | Silver(II) oxide | HCID 92152 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(1-Methyl-1-methylcarbamoyl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester | HCID 57493996 | 93.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383620B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-40398af89e4f40e294e86e0058e2728b |
| Source note | uspto-grants-2013_02 |