Synthesis
Under nitrogen protection, 1-(2-aminopyridin-4-yl)ethanone (168 mg, 1.234 mmol) was dissolved in methanol (10 mL) and cooled to 0 °C. Subsequently, sodium borohydride (46.7 mg, 1.234 mmol) was added to the reaction mixture in batches. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the volatile solvent was removed by distillation under reduced pressure. The residue was dissolved in ethyl acetate (25 mL) and extracted with saturated aqueous sodium bicarbonate (30 mL). The aqueous phase was then back-extracted with ethyl acetate (2 x 20 mL). The organic phases were combined, washed with brine (30 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 1-(2-aminopyridin-4-yl)ethanol (77 mg, 45% yield) as a yellow oil. The mass spectrum (electrospray positive ion mode) showed m/z 139 ([M+H]+).
References
[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 5, p. 1727 - 1746
[2] Patent: US2016/45512, 2016, A1. Location in patent: Paragraph 0525; 0527
[3] Patent: WO2011/14515, 2011, A1. Location in patent: Page/Page column 123
[4] Patent: US2012/244120, 2012, A1
