HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(5-Aminopyridin-2-yl)-2-methylpropanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | 2-Methyl-2-(5-nitropyridin-2-yl)propanenitrile | HCID 53217450 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(5-Aminopyridin-2-yl)-2-methylpropanenitrile | HCID 53393175 | 101.4% |
Reaction Steps
The mixture of 2-methyl-2-(5-nitropyridin-2-yl)propanenitrile (I-1d, 2 g, 10.4 mmol) and SnCl2.2H2O (9.3 g, 41.6 mmol) in EtOAc (10 mL) was stirred at reflux for 4 h. After cooling to room temperature, aqueous 2 M NaOH (80 mL) was added to adjust the pH to 8˜9, the solid was filtered off, and the filtrate was extracted with ethyl acetate (3×40 mL). The combined organic layers were dried over anhydrous Na2SO4, and concentrated to afford 2-(5-aminopyridin-2-yl)-2-methylpropanenitrile (I-1) (1.7 g, 65.3% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181264B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-391e8bc7fb854c2fae6dbac7e848dbe8 |
| Source note | uspto-grants-2015_11 |