反应详情

温度

110 °C

Trifluoroacetic acid (375 μL, 4.87 mmol) was added via syringe to a stirred solution of (3) from Step 2 (189 mg, 0.62 mmol) at 0° C. After 3 hours, the solution was concentrated under reduced pressure, then pumped under vacuum for 1 hour. The crude residue was dissolved in EtOH (2 mL), and added to a sealed tube containing 2-chloro-5,6,7-trimethoxy-1H-quinazolin-4-one (132 mg, 0.49 mmol), diisopropylethylamine (425 μL, 2.44 mmol), and EtOH (3 mL). The suspension was heated at 110° C. for 2 hours, then cooled to room temperature and stirred overnight. The reaction mixture was concentrated under reduced pressure, and purified by chromatography to give 128 mg (60%) of the above Example H-1 as a cream colored solid. mp 165.5–166.5° C.; TLC Rf 0.5 (5% MeOH/DCM); IR (KBr) νmax 3429, 2933, 1657, 1592, 1481, 1452, 1120, 1047, 933; 1H NMR (DMSO-d6, 2.49) 2.04 (m, 2H), 2.50 (t, 2H, J=1.9), 3.03 (s, 3H), 3.70 (s, 3H), 3.77 (s, 1H), 3.81 (t, 2H, J=6.9), 3.84 (s, 3H), 4.81 (s, 2H), 6.57 (s, 2H), 6.99 (d, 1H, J=7.7), 7.32 (t, 1H, J=7.8), 7.49 (dd, 1H, J=2.1, 7.4), 7.65 (s, 1H), 10.83 (s, 1H); MS (ES+) m/z 439 (M+H); Anal. (C23H26N4O5 w/0.25M CH2Cl2): calcd 60.75; found: 60.65; H: calcd, 5.81; found: 5.79; N: calcd, 12.19; found, 11.98).

1. concentrationthe solution was concentrated under reduced pressure
2. waitpumped under vacuum for 1 hour
3. dissolutionThe crude residue was dissolved in EtOH (2 mL)
4. additionadded to a sealed tube
5. temperaturecooled to room temperature
6. concentrationThe reaction mixture was concentrated under reduced pressure
7. custompurified by chromatography
8. customto give 128 mg (60%) of the above Example H-1 as a cream