HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-2-methyl-1-propanol → 2-Amino-2-methylpropyl 4-((1-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperidin-4-yl)methyl)phenylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-2-methyl-1-propanol | HCID 11807 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | HCID 86670937 | HCID 86670937 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Amino-2-methylpropyl 4-((1-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperidin-4-yl)methyl)phenylcarbamate | HCID 86670940 | 37.6% |
Reaction Steps
2-(4-((4-(4-Aminobenzyl)piperidin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (0.448 mmol, 200 mg) and 4-nitrophenyl carbonochloridate (0.448 mmol, 90 mg) were combined and stirred in dichloromethane at room temperature for 30 minutes. 2-Amino-2-methylpropan-1-ol (0.896 mmol, 114 μl, 80 mg) was added and the reaction stirred at room temperature overnight. The reaction mixture was concentrated and purified by basic prep-HPLC to give the title compound (94.7 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108939B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-7b81fd47de0f41639a60a6e83bb6241c |
| Source note | uspto-grants-2015_08 |