HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl ((1S,2S)-2-((5-(trifluoromethyl)-3-vinylpyrazin-2-yl)amino)cyclopentyl)carbamate → tert-butyl ((1S,2S)-2-((3-ethyl-5-(trifluoromethyl)pyrazin-2-yl)amino)cyclopentyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl ((1S,2S)-2-((5-(trifluoromethyl)-3-vinylpyrazin-2-yl)amino)cyclopentyl)carbamate | HCID 118308332 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-butyl ((1S,2S)-2-((3-ethyl-5-(trifluoromethyl)pyrazin-2-yl)amino)cyclopentyl)carbamate | HCID 118308096 | — |
Reaction Steps
To a solution of tert-butyl N-[(1S,2S)-2-{[3-ethenyl-5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]carbamate (460 mg, 1.24 mmol) in methanol (12 ml) was added palladium on carbon (10% wt, 50% wet) (131 mg, 0.124 mmol) and the resulting mixture was stirred under a balloon of hydrogen gas for 2 hours. The reaction was filtered through diatomaceous earth (commercially sold under the trade mark “Celite”). To this was then added further palladium on carbon (10% wt, 50% wet) (131 mg, 0.124 mmol) and the resulting mixture was stirred under a balloon of hydrogen gas for 72 hours. The reaction was filtered through diatomaceous earth (commercially sold under the trade mark “Celite”) and concentrated in vacuo to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156829B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-d3de7360ee4b4da19541affa4c6937fc |
| Source note | uspto-grants-2015_10 |