反应详情

温度

70 °C

1-(2-Aminoethyl)pyrrolidine (1.60 mL, 12.6 mmol) was added to a solution of Example 102j (0.75 g, 1.50 mmol) in methanol (5 mL), in an atmosphere of nitrogen and sealed in a pressure reactor vessel at 110° C. for 5 h. The reaction mixture 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: 0.320 g, (30.5%); 1H NMR (DMSO-d6): δ 1.90-1.95 (m, 4H, 2CH2), 2.62 (s, 6H, 2CH3), 2.70 (s, 3H, CH3), 3.10-3.15 (m, 8H, 4CH2), 3.20-3.25 (m, 4H, 2CH2), 3.90 (s, 3H, OCH3), 5.20 (s, 2H, CH2), 7.10 (s, 1H, Ar), 7.20 (s, 1H, Ar), 8.10 (s, 1H, Ar), 8.15 (s, 1H, Ar); MS : m/e (CI+) 534 (M+).

1. customsealed in a pressure reactor vessel at 110° C. for 5 h
2. customwas brought to room temperature
3. concentrationconcentrated
4. additiontreated with methanolic HCl solution
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