Synthesis
Preparation of 2-morpholino-2-phenylacetic acid hydrochloride (I39): ethyl 2-morpholino-2-phenylacetate (0.34 g, 1.36 mmol) was dissolved in dioxane (11.4 mL) and 37% hydrochloric acid (1.1 mL, 13.6 mmol) was added slowly and dropwise. The reaction mixture was stirred under reflux conditions overnight. 37% hydrochloric acid (1.1 mL, 13.6 mmol) was added again and the reaction was continued at reflux for 24 hours. Upon completion of the reaction, the solvent was removed by evaporation and the residue was ground with acetonitrile (10 mL) to afford 2-morpholino-2-phenylacetic acid hydrochloride as a white solid (0.22 g, 63.7% yield).1H NMR (300 MHz, DMSO-d6) δ 11.79 (s, 1H), 7.56-7.72 (m, 2H), 7.37-7.56 (m, 3H) , 5.25 (s, 1H), 3.60-4.10 (m, 4H), 3.27 (br.s, 2H), 2.96 (br.s, 2H).
References
[1] Patent: WO2013/98145, 2013, A1. Location in patent: Page/Page column 50
[2] Patent: US2013/172302, 2013, A1. Location in patent: Paragraph 0177; 0180; 0181
