反应详情

To Compound 1 (see Example 1.16) in CH2Cl2 (1.170 g, 2.68 mmol) was added anhydrous AlCl3 (1.432 g, 10.74 mmol, 4.0 equiv.) slowly at 0° C., it was stirred under reflux overnight and then quenched with saturated NaHCO3. The mixture was extracted with EtOAc, the combined organic phase was washed with water and brine, dried over MgSO4, filtered and evaporated. It was first purified with SiO2 column chromatography (Eluent: EtOAc/Hexane=1/3 to 1/1) and the major fractions containing Compound 58 were then purified by HPLC. The pure fractions were neutralized with saturated NaHCO3, extracted with EtOAc and dried with anhydrous MgSO4. MgSO4 was filtered and the solvent was removed under vacuum to provide Compound 58 as a white solid. LCMS m/z (%)=421 (M+H79Br35Cl, 69), 423 (M+H81Br35Cl, 100), 425 (M+H81Br37Cl, 21). 1H NMR (400 MHz, acetone-d6) δ: 8.47 (s, 1H), 8.16 (s, 1H), 8.04 (s, 1H), 7.44 (d, J=8.9 Hz, 2H), 7.38-7.43 (m, 1H), 7.26 (d, J=2.6 Hz, 1H), 7.15 (d, J=8.9 Hz, 2H), 6.87 (d, J=8.8 Hz, 1H), 3.62 (s, 3H).

1. temperatureunder reflux overnight
2. customquenched with saturated NaHCO3
3. extractionThe mixture was extracted with EtOAc
4. washthe combined organic phase was washed with water and brine
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customevaporated
8. customIt was first purified with SiO2 column chromatography (Eluent: EtOAc/Hexane=1/3 to 1/1)
9. additionthe major fractions containing Compound 58
10. customwere then purified by HPLC
11. extractionextracted with EtOAc
12. dry with materialdried with anhydrous MgSO4
13. filtrationMgSO4 was filtered
14. customthe solvent was removed under vacuum