HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl (3S)-3-methyl-4-(6-nitropyridin-3-yl)piperazine-1-carboxylate → (3S)-tert-Butyl 4-(6-Aminopyridin-3-yl)-3-methylpiperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl (3S)-3-methyl-4-(6-nitropyridin-3-yl)piperazine-1-carboxylate | HCID 86683728 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (3S)-tert-Butyl 4-(6-Aminopyridin-3-yl)-3-methylpiperazine-1-carboxylate | HCID 86683730 | 96% |
Reaction Steps
A 500-mL bottle was purged with nitrogen and charged with 105a (5.8 g, 18 mmol), 10% palladium on carbon (50% wet, 2.0 g) and ethanol (200 mL). It was evacuated, charged with hydrogen gas, and stirred for 16 h at room temperature. The hydrogen was then removed in vacuo and replaced with nitrogen. The catalyst was removed by filtration through a pad of CELITE® and the filtrate concentrated under reduced pressure to afford 105b as a brown solid (4.9 g, 96%). LCMS: [M+H]+ 293
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754077B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-889ab85b7fbe44c39b93340ce1936ab0 |
| Source note | uspto-grants-2014_06 |