HuagongsheHuagongshe Chemistry Print Report · For research reference only
benzyl((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)carbamate → N-(2RS)-{[(1S,2R)-2-aminocyclohexyl]methyl}-6-fluoro-N-methyl-1,2,3,4-tetrahydronaphthalen-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | benzyl((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)carbamate | HCID 131726669 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(2RS)-{[(1S,2R)-2-aminocyclohexyl]methyl}-6-fluoro-N-methyl-1,2,3,4-tetrahydronaphthalen-2-amine | HCID 69426330 | — |
Reaction Steps
A mixture of benzyl((1R,2S)-2-{[((2RS)-6-fluoro-1,2,3,4-tetrahydronaphthalen-2-yl)(methyl)amino]methyl}cyclohexyl)carbamate (280 mg, 0.66 mmol), methanol (20 mL) and 10% palladium on charcoal (56 mg) was shaken under a hydrogen atmosphere (55 psig) for 3.5 hours. The mixture was filtered, the solids were washed with methanol and the filtrate was concentrated under vacuum. The residue (110 mg, 57%) was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291744B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-1565c1d50b9b4673bc12991579ff7618 |
| Source note | uspto-grants-2007_11 |