HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-5-fluoro-4-((1-methylpiperidin-4-yl)oxy)-3-nitropyridine → 5-Fluoro-4-((1-methylpiperidin-4-yl)oxy)pyridin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-5-fluoro-4-((1-methylpiperidin-4-yl)oxy)-3-nitropyridine | HCID 86720997 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Catalyst | Zinc bromide | HCID 10421208 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Fluoro-4-((1-methylpiperidin-4-yl)oxy)pyridin-3-amine | HCID 86720998 | — |
Reaction Steps
A solution of 2-bromo-5-fluoro-4-[(1-methyl-4-piperidyl)oxy]-3-nitro-pyridine (96 mg, 0.2873 mmol), ZnBr2 (12.94 mg, 3.080 μL, 0.05746 mmol) and Pd on C, wet, Degussa (31 mg) in methanol (5 mL) was flushed with hydrogen and evacuated (3×) and then stirred under a hydrogen atmosphere overnight. The catalyst was filtered off through a celite pad and washed with methanol and ethyl acetate mixtures and the filtrate was concentrated in vacuo to leave a pale yellow oil that was used in next step without further purification. MS (ES+) 226.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340546B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-8ba64bcbe6fe43dc9ebedbeb7598ba9b |
| Source note | uspto-grants-2016_05 |