反应详情

温度

70 °C

Ethanol amine (0.25 mL, 4.17 mmol) was added to a solution of Example 102j (0.5 g, 1.04 mmol) in methanol (5 mL) in an atmosphere of nitrogen and sealed in a pressure reactor vessel at 120° C. for 4 h. It was brought to room temperature, treated with, chilled water, dilute HCl to neutral pH and extracted with n-butanol. The organic layer was washed with water, brine, dried, concentrated, treated with methanolic HCl solution, and refluxed at 70° C. for 3 h. The reaction mixture was concentrated, treated with aqueous sodium bicarbonate solution to neutral pH and extracted with ethyl acetate. 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: 0.337 g, (67.13%); 1H NMR (DMSO-d6): δ 2.70 (s, 3H, CH3), 3.05-3.15 (m, 4H, 2CH2), 3.40-3.45 (m, 8H, 4CH2), 3.70 (s, 1H, OH), 3.90 (s, 3H, OCH3), 5.20 (s, 2H, CH2), 7.10 (s, 1H, Ar), 7.20 (s, 1H, Ar), 8.15 (s, 1H, Ar), 8.20 (s, 1H, Ar); MS: m/e (EI+) 481 (M+1).

1. customsealed in a pressure reactor vessel at 120° C. for 4 h
2. customwas brought to room temperature
3. additiontreated with,
4. extractionextracted with n-butanol
5. washThe organic layer was washed with water, brine
6. customdried
7. concentrationconcentrated
8. additiontreated with methanolic HCl solution
9. concentrationThe reaction mixture was concentrated
10. additiontreated with aqueous sodium bicarbonate solution to neutral pH
11. extractionextracted with ethyl acetate
12. washThe organic layer was washed with water, brine
13. customdried
14. concentrationconcentrated
15. custompurified