Synthesis
Step 5. To a stirred suspension of lithium aluminum hydride (3.3 g, 87 mmol) in anhydrous THF (100 mL) was slowly added a solution of 2-(4-methylpiperazin-1-yl)acetonitrile (11.2 g, 80.4 mmol) in anhydrous THF (300 mL) at 0 °C. The reaction mixture was stirred at room temperature for 1 hour. Subsequently, the mixture was cooled in an ice bath and H2O (3.3 mL) and 20% NaOH solution (3.3 mL) were added sequentially. After stirring for 20 minutes, the mixture was filtered and the solvent was evaporated. The residue was dissolved in ethyl acetate and dried with anhydrous sodium sulfate. The solvent was evaporated to dryness to give 2-(4-methylpiperazin-1-yl)ethylamine as an oil (1.15 g, 99%).1H NMR (400 MHz, CDCl3) δ: 2.21 (s, 3H), 2.20-2.60 (m, 10H), 2.71 (t, J=6.0 Hz, 2H).
References
[1] Journal of Medicinal Chemistry, 1999, vol. 42, # 15, p. 2870 - 2880
[2] Patent: WO2013/148365, 2013, A1. Location in patent: Paragraph 0086
[3] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 7, p. 2251 - 2259
[4] Patent: WO2016/16728, 2016, A2. Location in patent: Paragraph 000703; 000704
[5] Patent: WO2005/35532, 2005, A1. Location in patent: Page/Page column 30
