HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 178452121, compound → HCID 178452119, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 178452121 | HCID 178452121 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | N,N-dimethylformamide ethanol | HCID 19794673 | — |
| Product | HCID 178452119 | HCID 178452119 | 73.8% |
Reaction Steps
4-[(4-Nitro-1H-pyrazole-3-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (13.05 g) was dissolved in ethanol/DMF (300 ml/75 ml), treated with 10% palladium on carbon (500 mg) then hydrogenated at room temperature and pressure overnight. The catalyst was removed by filtration through Celite and the filtrate evaporated and re-evaporated with toluene. The crude material was purified by flash column chromatography eluting with EtOAc then 2% MeOH/EtOAc then 5% MeOH/EtOAc. Product containing fractions were combined and evaporated to give 8.78 g of 4-[(4-amino-1H-pyrazole-3-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester as a brown foam. (LC/MS: Rt 1.91, [M+H]+310).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07385059B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-5f187cca0bfa4cf3acfcedc2cfe250c6 |
| Source note | uspto-grants-2008_06 |