HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-benzyloxycarbonylamino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide → 4-amino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-benzyloxycarbonylamino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide | HCID 23150566 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-amino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide | HCID 23150718 | 101% |
Reaction Steps
4-Benzyloxycarbonylamino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide (55.4 mg) was dissolved in tetrahydrofuran (6 mL). To this solution, 10% palladium carbon (20.0 mg) was added and the mixture was stirred at room temperature for 6 hours in a hydrogen atmosphere. The reaction mixture was filtered to remove the catalyst and the filtrate was concentrated under reduced pressure. The resulting residue was purified by a silica gel column (eluant:ethyl acetate:methanol=10:1) to give 4-amino-N-(4,4-difluorocyclohexyl)bicyclo[2.2.2]octane-1-carboxamide (38.1 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560569B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-a2c10124e97a477da46648bdd070ac3b |
| Source note | uspto-grants-2009_07 |