反应详情

温度

90 °C

To a degassed solution of 4-(2,3-dimethylphenoxy)-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one (0.020 g, 0.045 mmol), methyl 4-bromopicolinate (0.019 g, 0.089 mmol) and potassium carbonate (0.018 g, 0.134 mmol) in dioxane (0.50 mL)/water (0.20 mL) was added tetrakis(triphenylphosphine)palladium (2.57 mg, 2.225 μmol). Upon completion of addition, the vial was purged with argon, sealed, and stirred at 90° C. for 16 h. After cooling to room temperature, the mixture was extracted with EtOAc. The combined organic layer was dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude material was purified by flash chromatography (0-100% ethyl acetate:hexanes) to afford the title compound (17.7 mg, 87% yield) as a clear colorless oil. LCMS, [M+H]+=459.1.

1. additionUpon completion of addition
2. customthe vial was purged with argon
3. customsealed
4. temperatureAfter cooling to room temperature
5. extractionthe mixture was extracted with EtOAc
6. dry with materialThe combined organic layer was dried over anhydrous MgSO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe crude material was purified by flash chromatography (0-100% ethyl acetate:hexanes)