反应详情

温度

80 °C

A mixture of 3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (105 mg, 0.448 mmol), (6-bromo-1H-indol-3-yl)-acetic acid methyl ester (100 mg, 0.373 mmol), tetrakis(triphenylphosphine)palladium(0) (25 mg, 0.021 mmol), DMF (1.2 mL), ethanol (0.6 mL) and 2M aqueous potassium carbonate (0.6 mL) is heated to 80° C. for 6 hours. The reaction is cooled to room temperature, diluted with water, and acidified with 1 N HCl. The resulting solution is extracted with CH2Cl2. The combined organic layers are dried over anhydrous magnesium sulfate and concentrated. The residue is purified via radial chromatography eluting with CH2Cl2. A second purification of impure fractions is performed via radial chromatography eluting with 2% MeOH—CH2Cl2 to provide (78 mg, 74%) of the title compound. LC-ES/MS m/e 296.0 (M+1).

1. temperatureThe reaction is cooled to room temperature
2. extractionThe resulting solution is extracted with CH2Cl2
3. dry with materialThe combined organic layers are dried over anhydrous magnesium sulfate
4. concentrationconcentrated
5. customThe residue is purified via radial chromatography
6. washeluting with CH2Cl2
7. customA second purification of impure fractions
8. washeluting with 2% MeOH—CH2Cl2