Synthesis
The general procedure for the synthesis of 3-(2-aminoethyl)pyridine from 3-pyridylacetonitrile was as follows: 2-(pyridin-3-yl)acetonitrile (1 g, 8.47 mmol, 1.00 eq.), nickel ryenne (1 g, 17.24 mmol, 1.00 eq.) and ammonium hydroxide (3 mL) were dissolved in methanol (15 mL). The mixture was stirred and reacted overnight at room temperature and 1 atm hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad and washed several times with methanol. The filtrate and washings were combined and concentrated in vacuum to give 940 mg (45% yield) of 2-(pyridin-3-yl)ethylamine as a yellow oil.LC-MS analysis: (ES, m/z): 164 [M + CH3CN + H]+, 123 [M + H]+, 106.
References
[1] Patent: WO2013/155338, 2013, A2. Location in patent: Page/Page column 180
[2] Patent: US2015/329503, 2015, A1. Location in patent: Paragraph 0720; 0721
[3] Patent: US6017919, 2000, A
[4] Journal of the American Chemical Society, 1980, vol. 102, # 17, p. 5530 - 5538
[5] Journal of the American Chemical Society, 1955, vol. 77, p. 6554,6556
