With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50998-17-9,6-Bromoquinoxaline,as a common compound, the synthetic route is as follows.
50998-17-9, 11k (100 mg, 400 mol), 6-bromoquinoxaline (125 mg, 600 mumol), Bu4NOAc (241 mg, 799 mol) and Pd(OAc)2 (4.5 mg, 20.0 mol) were dissolved in NMP (1.6 mL ). The reaction mixture was stirred at 100 oC for 22 h and cooled to room temperature. The mixture was quenched with water (10 ml) treated with saturated aqueous NaHCO3 solution (3 ml), and extracted with EtOAc (3 ¡Á 30 mL). The combined organic extracts were dried (MgSO4), filtered, and concentrated by rotary evaporation. The residue was purified by column chromatography (1:1.5 hexane/EtOAc) to afford the compound 12k (33.4 mg, 22%) as a yellow solid. TLC: Rf 0.33 (1:1 hexane/EtOAc). mp: 112.5114.5 oC. 1H-NMR (400 MHz; CDCl3) delta 8.89 (d, 1H, J = 1.6 Hz), 8.88 (d, 1H, J = 1.6 Hz), 8.04 (d, 1H, J = 8.8 Hz), 8.01 (d, 1H, J = 1.6 Hz), 7.72 (t, 1H, J = 7.6 Hz), 7.62 (d, 1H, J = 7.6 Hz), 7.55 (dd, 1H, J = 8.8 Hz, J = 1.6 Hz), 7.26-7.14 (m, 5H), 7.11 (d, 1H, J = 7.6 Hz), 4.17 (s, 2H), 2.17 (s, 3H). 13C-NMR (100 MHz; CDCl3) delta 158.3, 149.2, 146.2, 145.9, 145.8, 142.8, 142.7, 139.2, 138.9, 133.4, 132.2, 130.7, 130.6, 129.2, 128.8, 128.7, 126.6, 123.6, 115.2, 31.4, 23.8. HRMS (ESI) calcd. for C23H19N6 (M+H): 379.1666; found 379.1662.
The synthetic route of 50998-17-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Li, Fei; Park, Yunjeong; Hah, Jung-Mi; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry Letters; vol. 23; 4; (2013); p. 1083 – 1086;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider