反应详情

温度

150 °C

To a 10 mL microwave vial with stirbar was added 7-chloro-2-(3,4,5-trimethoxyphenyl)furo[3,2-b]pyridine (25.00 mg; 0.08 mmol; 1.00 eq.) and 6-amino-2,2-difluoro-4H-benzo[1,4]oxazin-3-one (16.43 mg; 0.08 mmol; 1.05 eq.). The vial was sealed and flushed with N2 and the reagents were dissolved in NMP (1.00 ml). Hydrogen chloride in dioxane (0.02 ml; 4.00 M; 0.08 mmol; 1.05 eq.) was added and the reaction mixture was heated to 150° C. in a microwave reactor for 1 h. The reaction mixture was cooled to room temperature and quenched with NaOH(aq), extracted with EtOAc, dried (MgSO4) and concentrated on a rotary evaporator. The crude mixture was purified by Biotage chromatography (2-10% MeOH/CH2Cl2 15 column vol.; 10% MeOH/CH2Cl2 5 column vol.) to afford the title compound as a beige solid (10 mg, 26%). (HPLC (method F): 90%, RT: 4.69 min); 1H NMR (400 MHz, DMSO-d6) δ [ppm] 11.99 (s, 1H), 9.14 (s, 1H), 8.17 (d, J=5.5, 1H), 7.57 (s, 1H), 7.35 (d, J=8.8, 1H), 7.22 (s, 2H), 7.08-7.00 (m, 2H), 6.88 (d, J=5.5, 1H), 3.85 (s, 6H), 3.72 (s, 3H); MS (m/z) 484 [M+H]+, RT: 2.9 min.

1. customThe vial was sealed
2. customflushed with N2
3. dissolutionthe reagents were dissolved in NMP (1.00 ml)
4. temperatureThe reaction mixture was cooled to room temperature
5. customquenched with NaOH(aq)
6. extractionextracted with EtOAc
7. dry with materialdried (MgSO4)
8. concentrationconcentrated on a rotary evaporator
9. customThe crude mixture was purified by Biotage chromatography (2-10% MeOH/CH2Cl2 15 column vol.; 10% MeOH/CH2Cl2 5 column vol.)