Synthesis
GENERAL STEPS: Bornyl dimethyl sulfide ether (BH3-SMe2, 220 mg, 2.4 mmol) was added slowly and dropwise to an anhydrous solution of 1-(2-hydroxyethyl)piperidine-4-carbonitrile (300 mg, 2 mmol) in anhydrous tetrahydrofuran (THF, 5 mL) at 0 °C. The reaction mixture was stirred continuously at 0 °C for 2 hours. Subsequently, the reaction was quenched by slow addition of water and then neutralized by addition of potassium carbonate (K2CO3). The reaction mixture was filtered and the filtrate was concentrated under reduced pressure to afford the target compound 2-(4-(aminomethyl)piperidin-1-yl)ethanol (150 mg, 47% yield). The product was confirmed by nuclear magnetic resonance hydrogen spectroscopy (1H-NMR, CDCl3, 400 MHz): δ 3.61-3.70 (m, 1H), 3.59 (t, J = 5.6 Hz, 2H), 2.91 (d, J = 11.6 Hz, 2H), 2.57 (d, J = 6.4 Hz, 2H), 2.50 (t, J = 5.6 Hz, 2H), 2.50 (t, J = 5.6 Hz, 2H) 1.97-2.10 (m, 2H), 1.63-1.70 (m, 2H), 1.15-1.35 (m, 2H).
References
[1] Patent: WO2013/13188, 2013, A1. Location in patent: Paragraph 00349; 00350
[2] Patent: US9416132, 2016, B2. Location in patent: Page/Page column 143; 144
