HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-(Pyrrolidin-1-yl)pyridin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 5-Nitro-2-(1-pyrrolidinyl)pyridine | HCID 316823 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(Pyrrolidin-1-yl)pyridin-3-amine | HCID 3899172 | 97% |
Reaction Steps
Material from Example 118A (9.52 g, 49.3 mmol) was dissolved in THF (50 mL) and DMF (40 mL) and added to a pressure bottle containing Raney Nickel 2800, water slurry (45%) (9.52 g, 162 mmol) stirred for 2 h at 30 psi under H2 gas. The solution was filtered through a nylon membrane, washed with CH3OH and the filtrate concentrated in vacuo to give the title compound (7.78 g, 97%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.81-1.91 (m, 4H) 3.17-3.29 (m, 4H) 4.30 (s, 2H) 6.25 (d, J=8.7, 1H), 6.90 (dd, J=2.8, 8.7, 1H), 7.55 (d, J=2.6, 1H). MS (ESI) m/z 164 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691938B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-cb2f42459b03428db1f3f73d98caa9c2 |
| Source note | uspto-grants-2014_04 |