Step - (ii): Synthesis of (4-aminophenyl)(morpholino)methanone: Intermediate-8a (8.5 g, 35.9 mmol) was dissolved in methanol (200 mL), 10% Pd/C (850 mg) was added and stirred for 4 hours at room temperature under H2 atmosphere. After completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and washed with excess methanol. The filtrate was concentrated in vacuum to afford the target product (7.0 g, 94.53%) as a light yellow solid.1H-NMR (400 MHz, DMSO-d6) δ: 7.12 (d, 2H, J = 8.4 Hz), 6.55 (d, 2H, J = 8.0 Hz), 5.5 (bs, 2H), 3.66-3.28 (m, 8H); MS (ES) m /z 207 (M + 1).
[1] Green Chemistry, 2018, vol. 20, # 1, p. 130 - 135
[2] Organic Letters, 2017, vol. 19, # 1, p. 194 - 197
[3] ACS Catalysis, 2015, vol. 5, # 3, p. 1526 - 1529
[4] Patent: WO2014/125410, 2014, A1. Location in patent: Page/Page column 26; 27
[5] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 9, p. 1615 - 1620