反应详情

A mixture of 3-(2chloro-pyridin-3-yl)-6-fluoro-2-methyl-3,4-dihydro-quinazolin-4-one (3.5 g, 12.0 mmol) and dimethylformamide dimethyl acetal (3.2 mL, 24 mmol) in dimethylformamide (12 mL) was refluxed for 24 hours. The reaction was cooled to ambient temperature and concentrated at reduced pressure to afford an orange solid. The solid was triturated with ethanol and the yellow crystalline solid was collected and dried to give 3.61 g (87%) of 3-(2-chloro-pyridin-3-yl)-6-fluoro-2-(2-dimethylamino-vinyl)-3,4-dihydro-quinazolin-4-one, which had: mp 197-200° C.; H 1H NMR δ 8.46 (dd, J=1.5, 5 Hz, 1 H), 7.85 (d, J=12.2 Hz, 1 H), 7.70 (dd, J=3, 8.5 Hz, 1 H), 7.68-7.65 (m, 1 H), 7.45-7.38 (m, 2 H), 7.31 (dt, J=3, 8.5 Hz, 1 H), 3.87 (d, J=12.2 Hz, 1 H), 2.80 (br s, 6 H). Analysis calculated for C17H14ClFN4O: C, 59.22; H, 4.09; N, 16.25. Found: C, 59.14; H, 3.96; N, 16.25.

1. temperaturewas refluxed for 24 hours
2. concentrationconcentrated at reduced pressure
3. customto afford an orange solid
4. customThe solid was triturated with ethanol
5. customthe yellow crystalline solid was collected
6. customdried