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 11i (30 mg, 110 mumol), 6-bromoquinoxaline (41.8 mg, 200 mumol), Bu4NOAc (78.3 mg, 260 mumol) and Pd(OAc)2 (4.4 mg, 19.6 mol) in NMP (0.5 mL ). The reaction mixture was stirred for 13 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 12i (8.4 mg, 19%) as a yellow solid. TLC: Rf 0.29 (1:1 hexane/EtOAc). mp: 164166 oC. 1H-NMR (400 MHz, CDCl3) delta 8.93 (d, 1H, J = 2.0 Hz), 8.88 (d, 1H, J = 2.0 Hz), 8.18 (d, 1H, J = 8.8 Hz), 8.08 (d, 1H, J = 2.0 Hz), 7.77 (dd, 1H, J = 8.8 Hz, J = 2.0 Hz), 7.74 (t, 1H, J = 8.0 Hz), 7.65 (d, 1H, J = 8.0 Hz), 7.15-7.10 (m, 3H), 6.73 (tt, 1H, JHF = 8.8 Hz, JHH = 2.4 Hz), 2.17 (s, 3H). 13C-NMR (100 MHz, CDCl3) delta 163.3 (dd, JCF = 246.9 Hz, JCF = 13.1 Hz), 158.4, 148.9, 146.3, 146.0, 144.0, 143.2, 142.8, 139.3, 133.6, 133.2, 132.3, 131.7, 130.3, 130.0, 124.0, 115.6, 110.5 (dd, JCF = 19.3 Hz, JCF = 7.6 Hz), 103.9 (t, JCF = 24.9 Hz), 23.8. HRMS (ESI) calcd. for C22H15F2N6 (M+H): 401.1321; found 401.1327., 50998-17-9
50998-17-9 6-Bromoquinoxaline 610939, aquinoxaline compound, is more and more widely used in various fields.
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