反应详情

To a solution of 2-(5-amino-7-bromo-3-chloro-5H-chromeno[2,3-c]pyridin-5-yl)pyridin-3-ol (0.40 g, 1.00 mmol) in MeOH 5 mL was added potassium acetate (0.13 mL, 1.99 mmol) followed by the dropwise addition of cyanogen bromide, 3.0M solution in DCM (0.40 mL, 1.20 mmol). The resulting mixture was stirred at RT overnight. The reaction mixture was concentrated, washed with saturated NaHCO3, extracted with DCM, dried over sodium sulfate and concentrated. The resulting product was dissolved in 1,2-dichloroethane followed by the addition of 4.0 M HCl in dioxane (15 mL) and stirred at RT for 1.5 h. The reaction mixture was concentrated, diluted with DCM and washed with sat NaHCO3, brine, dried over sodium sulfate, filtered, concentrated, and purified by column chromatography on silica gel using 0-100% EtOAc/hexanes to give 0.18 g of desired product.

1. concentrationThe reaction mixture was concentrated
2. washwashed with saturated NaHCO3
3. extractionextracted with DCM
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated
6. dissolutionThe resulting product was dissolved in 1,2-dichloroethane
7. additionfollowed by the addition of 4.0 M HCl in dioxane (15 mL)
8. stirringstirred at RT for 1.5 h
9. concentrationThe reaction mixture was concentrated
10. additiondiluted with DCM
11. washwashed
12. dry with materialdried over sodium sulfate
13. filtrationfiltered
14. concentrationconcentrated
15. custompurified by column chromatography on silica gel using 0-100% EtOAc/hexanes