反应详情

温度

20 °C

To a solution of C3 (218 mg, 0.54 mmol) in EtOH (20 mL) and H2O (10 mL) was added 4-chloroquinoline (96 mg, 0.59 mmol) and stirred until it dissolved, then 2 drops of c. HCl was added. The reaction mixture was refluxed for 3 h, diluted with EtOAc, brought to boil and cool to 20° C. The resulting precipitate was filtered and recrystallized from MeOH/EtOAc/Charcoal/Celite to give Cpd. GG1 (259 mg 98%) as a yellow solid.; M.P (MeOH/EtOAc)>300° C.; 1H NMR [(CD3)2SO] δ13.75 (br. 2 H, 2×N+H), 11.07 (s, 1H, NH), 10.99 (s, 1H, NH), 10.52 (s, 1H, NH), 8.83 (d, J=8.4 Hz, 1H, ArH), 8.50 (d, J=7.0 Hz, 1H, ArH), 8.11-7.99 (m, 10H, ArH & NH2), 7.80 (dt, J=8.0, 1.1 Hz, 1H, ArH), 7.48 (d, J=8.9 Hz, 2H, ArH), 6, 78 (d, J=7.0 Hz, 1H, ArH), 6.35 (s, 1H, ArH), 2.31 (s, 3H, CH3); 13C NMR [(CD3)2SO] δ 164.8, 161.6, 155.9, 155.0, 153.3, 142.5, 141.4, 138.4, 138.1, 133.7, 132.1, 129.6, 128.5 (2×C), 126.8, 125.8 (2×C), 123.5, 121.4 (2×C), 120.2, 120.1, 116.9, 99.6, 94.3, 18.4, one of the quaternary carbons were difficult to observe; HRMS FAB+ calc. for C27H25N7O (M+1) m/z, 462.2042 found 462.2047.

1. dissolutiondissolved
2. temperatureThe reaction mixture was refluxed for 3 h
3. filtrationThe resulting precipitate was filtered
4. customrecrystallized from MeOH/EtOAc/Charcoal/Celite
5. customto give Cpd