HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-butyl 3-(1H-1,2,4-triazol-1-ylmethyl)-1-piperazinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | {[(Tert-butoxycarbonyl)oxy]amino}(phenyl)acetonitrile | HCID 13876148 | — |
| Reactant | 2-(1H-1,2,4-triazol-1-ylmethyl)piperazine dihydrochloride | HCID 68519058 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl 3-(1H-1,2,4-triazol-1-ylmethyl)-1-piperazinecarboxylate | HCID 59208292 | 48.9% |
Reaction Steps
To a suspension of 2-(1H-1,2,4-triazol-1-ylmethyl)piperazine dihydrochloride (104 mg, 0.39 mmol) and Et3N (157.7 mg, 1.56 mmol) in CH2Cl2 (3 ml) was added [{[(tert-butoxy-carbonyl)oxy]amino}(cyano)methyl]benzene (106.5 mg, 0.43 mmol). The mixture was stirred for 2 hours at room temperature. The solvent was evaporated in vacuo, and the residue was purified by column chromatography on silica gel (MeOH/CHCl3= 1/50- 1/10) to give tert-butyl 3-(1H-1,2,4-triazol-1-ylmethyl)-1-piperazinecarboxylate (50.9 mg, 48.9%): HPLC-MS (ESI): Calcd for C, H20N6O2 [M+H]+ 268, found: 268.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07674797B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-c4ee0c00afaf4d4ebc8516d927ce5ebb |
| Source note | uspto-grants-2010_03 |