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.
To a solution of 11b (103.8 mg, 451 mumol), 6-bromoquinoxaline (142 mg, 679 mumol), Bu4NOAc (271 mg, 0.9 mmol) and Pd(OAc)2 (15.2 mg, 67.5 mol) in NMP (0.9 mL). The reaction mixture was stirred for 22 h at 100 oC and cooled to room temperature. The mixture was concentrated under reduced pressure, diluted with water, and extracted with EtOAc (3 ¡Á 5 mL). The EtOAc solution was washed with brine (5 mL), dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (1:1 hexane/EtOAc) to afford the compound 12b (91 mg, 56%) as a pale yellow solid. TLC: Rf 0.37 (1:1 hexane/EtOAc). mp: 96.0-98.0 oC. 1H-NMR (400 MHz, CDCl3) delta 8.90 (AB quartet, 2H, J = 2.0 Hz), 8.09 (d, 1H, J = 8.8 Hz), 8.07 (d, 1H, J = 2.0 Hz) 7.72 (t, 1H, J = 8.0 Hz), 7.63 (dd, 1H, J = 8.8 Hz, J = 2.0 Hz), 7.60 (d, 1H, J = 8.0 Hz), 7.12(d, 1H, J = 8.0 Hz), 2.80 (m, 2H), 2.20 (s, 3H), 1.69-1.60 (m, 3H), 0.86 (d, 6H, J = 6.4 Hz). 13C-NMR (100 MHz, CDCl3) delta 158.2, 149.3, 147.8, 145.9, 145.8, 142.8, 142.7, 139.1, 132.6, 132.2, 131.0, 130.4, 129.2, 123.5, 115.2, 38.7, 27.8, 23.8, 23.1, 22.5. HRMS (ESI) calcd. for C21H23N6 (M+H): 359.1979; found 359.1983., 50998-17-9
As the paragraph descriping shows that 50998-17-9 is playing an increasingly important role.
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