HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-3-(5-(1-methylpyrrolidin-2-yl)pyridin-3-yl)propanenitrile → (S)-3-(5-(1-methylpyrrolidin-2-yl)pyridin-3-yl)propan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-3-(5-(1-methylpyrrolidin-2-yl)pyridin-3-yl)propanenitrile | HCID 86659933 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ammonia | HCID 222 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-3-(5-(1-methylpyrrolidin-2-yl)pyridin-3-yl)propan-1-amine | HCID 54675475 | 88.4% |
Reaction Steps
(S)-3-(5-(1-Methylpyrrolidin-2-yl)pyridin-3-yl)propanenitrile (preparation 3) (140 mg, 0.65 mmol) and Raney nickel (50 mg) in 20% ammonia in MeOH (50 mL) were stirred under 50 psi hydrogen at 50° C. for 4 hours. The reaction mixture was filtered through Celite then the solvent evaporated. The crude product was purified by flash chromatography (7% [20% ammonia in MeOH] in DCM) to give the title compound as a pale yellow oil (126 mg, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980276B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-6285b9c1f8be41ce9bcf0121d2b104c1 |
| Source note | uspto-grants-2015_03 |