HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → HCID 67513904, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 67515434 | HCID 67515434 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67513904 | HCID 67513904 | 73.2% |
Reaction Steps
To a slurry of 5-{-4-[(4-methylpiperidin-1-yl)carbonyl]-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl}-3-nitropyridin-2-amine (1.0 g, 2.4 mmol), 10% Pd—C (0.1 g) and ethanol (15 mL) was added ammonium formate (1.5 g, 24 mmol) portionwise over 1 hour. The reaction mixture was stirred for an additional hour and the catalyst was removed by filtration. Concentration of the filtrate followed by purification by silica gel column chromatography (0-5% methanol in dichloromethane) provided 5-{4-[(4-methylpiperidin-1-yl)carbonyl]-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl}pyridine-2,3-diamine (0.67 g, 72% yield) as a pale yellow foam. MS (EI) for C21H27N5O2: 382 (MH+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637499B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-e7b03806202a435bb7e9a562227def12 |
| Source note | uspto-grants-2014_01 |