反应详情

温度

90 °C

Dissolve trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-yl ester (4.51 g, 8.4 mmol) in acetonitrile (140 mL). Add Pd(OAc)2 (0.28 g, 1.3 mmol), tricyclohexylphosphine (0.59 g, 2.1 mmol), cesium fluoride (11.4 g, 75.6 mmol) and 2,5-difluorobenzeneboronic acid (2.56 g, 16.2 mmol). Flush the flask with nitrogen then heat the reaction mixture to 90° C. Heat the reaction mixture for one hour and then cool it to room temperature. Add water (400 mL) and extract the aqueous layer with methylene chloride (3×400 mL). Combine the organic layers and dry with sodium sulfate, filter, concentrate and purify by flash column chromatography (0-4% MeOH—NOH (10/1, v/v)/CH2Cl2) to give 2.42 g (68%) of the title compound: mass spectrum (ion spray) m/z=502.3 (M+H).

1. customFlush the flask with nitrogen
2. temperatureHeat the reaction mixture for one hour
3. temperaturecool it to room temperature
4. extractionAdd water (400 mL) and extract the aqueous layer with methylene chloride (3×400 mL)
5. dry with materialCombine the organic layers and dry with sodium sulfate
6. filtrationfilter
7. concentrationconcentrate
8. custompurify by flash column chromatography (0-4% MeOH—NOH (10/1