反应详情

温度

110 °C

Cyclopropyl amine (0.819 g, 14.34 mmol) was added to a solution of Example 102j (0.5 g, 1.04 mmol) in methanol (5 mL), followed by addition of n-tetrabutylammonium iodide (0.010 g, 0.027 mmol) in an atmosphere of nitrogen, in a pressure reactor vessel and heated at 110° C. for 10 h. It was brought to room temperature, concentrated, treated with methanolic HCl solution, and refluxed at 70° C. for 2 h. The reaction mixture was concentrated, treated with aqueous sodium bicarbonate solution to neutral pH and extracted with n-butanol. The organic layer was washed with water, brine, dried, concentrated and purified using flash chromatography (silica gel, 5% methanol/chloroform) to obtain the title compound. Yield: 0.220 g, (45%); 1H NMR (DMSO-d6): δ 0.4 (m, 4H, 2CH2), 1.65 (m, 1H, CH), 2.7 (s, 3H, CH3), 2.80 (d, 4H, 2CH2), 3.10 (m, 4H, 2CH2), 3.90 (s, 3H, OCH3), 5.2 (s, 2H, CH2), 7.05 (s, 1H, Ar), 7.1 (s, 1H, Ar), 8.1 (s, 1H, Ar), 8.15 (s, 1H, Ar); MS: m/e (EI+) 447 (M+).

1. customwas brought to room temperature
2. concentrationconcentrated
3. additiontreated with methanolic HCl solution
4. temperaturerefluxed at 70° C. for 2 h
5. concentrationThe reaction mixture was concentrated
6. additiontreated with aqueous sodium bicarbonate solution to neutral pH
7. extractionextracted with n-butanol
8. washThe organic layer was washed with water, brine
9. customdried
10. concentrationconcentrated
11. custompurified