HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86638553, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | 2-Propanol, 1-amino-2-methyl- | HCID 95102 | — |
| Reactant | (4-Amino-3-chlorophenyl)(4-(4-(2-(tert-butyldimethylsilyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl)benzyl)piperazin-1-yl)methanone | HCID 86638552 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86638553 | HCID 86638553 | 63.9% |
Reaction Steps
(4-Amino-3-chlorophenyl)(4-(4-(2-(tert-butyldimethylsilyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl)benzyl)piperazin-1-yl)methanone (0.410 mmol, 250 mg) and 4-nitrophenyl carbonochloridate (0.410 mmol, 83 mg) in dichloromethane (1 ml) were combined and heated at reflux for 1 hour. The reaction was allowed to cool to room temperature before the addition of 1-amino-2-methylpropan-2-ol (0.820 mmol, 73.1 mg) and triethylamine (0.410 mmol, 0.057 mL, 41.5 mg). The reaction was stirred at room temperature overnight. The reaction mixture was concentrated under vacuum and the resulting residue was purified by column chromatography (2-5% methanol in dichloromethane) to afford the title compound (190 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08357679B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-3dff86460f2e455f898e6a8aa08630cf |
| Source note | uspto-grants-2013_01 |