HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine → 5-Methyl-N-(piperidin-4-YL)pyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine | HCID 23021112 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Methyl-N-(piperidin-4-YL)pyridin-2-amine | HCID 23021048 | 77.7% |
Reaction Steps
To a solution of 2-(1-benzylpiperidin-4-ylamino)-5-methylpyridine (11.3 g) in ethanol (250 mL) was added 20% palladium hydroxide (4 g). After stirring the solution at room temperature under hydrogen atmosphere for 48 hours, 20% palladium hydroxide (2 g) was further added. The solution was then stirred at room temperature under hydrogen atmosphere for additional 99 hours. The catalyst was filtered off. After concentration under reduced pressure, the resulting residue was purified by chromatography [NH silica gel, chloroform:methanol=10:1]. The resulting crude product was crystallized from ethyl acetate/hexane to give the title compound (5.97 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375115B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-600fdf2fbc314cac98efbbf722e6cbd1 |
| Source note | uspto-grants-2008_05 |