|
|
| | 3-(cyanomethyl)picolinonitrile Basic information |
| | 3-(cyanomethyl)picolinonitrile Chemical Properties |
| Melting point | 64.0-65.5 °C | | Boiling point | 343.0±27.0 °C(Predicted) | | density | 1.19±0.1 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | pka | -1.38±0.10(Predicted) | | Appearance | White to off-white Solid |
| | 3-(cyanomethyl)picolinonitrile Usage And Synthesis |
| Synthesis | Under nitrogen protection, (1-yloxy-pyridin-3-yl)-acetonitrile (10 g, 75 mmol) was suspended in anhydrous dichloromethane and trimethylcyanosilane (10.95 mL, 82 mmol) and dimethylcarbamoyl chloride (7.55 mL, 82 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 72 hours and then concentrated. To the concentrated residue was added ethyl acetate (100 mL), the organic phase was washed with 1 M sodium hydroxide solution (150 mL), dried over anhydrous sodium sulfate, filtered and concentrated. The resulting solid was purified by column chromatography (50% ethyl acetate/hexane) to give 7.08 g (66% yield) of 3-(cyanomethyl)-2-cyanopyridine as a yellow solid with a melting point of 48-51 °C; mass spectrum (+) APCI m/z 144 [M + H]+. Reference: WO 9818796. | | References | [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 9, p. 3331 - 3347
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 4, p. 675 - 682
[3] Patent: EP1147083, 2004, B1. Location in patent: Page 49
[4] Organic Process Research and Development, 2010, vol. 14, # 4, p. 883 - 889
[5] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7472 - 7479 |
| | 3-(cyanomethyl)picolinonitrile Preparation Products And Raw materials |
|