反应详情

温度

90 °C

Combine palladium acetate (33 mg, 0.15 mmol), tricyclohexyl phosphine (61 mg, 0.22 mmol) and acetonitrile (6 mL). Sonicate the mixture for 5 minutes. Combine trifluoromethanesulfonic acid 1-[4-(2-azepan-1-yl-ethoxy)-phenoxy]-6-methoxy-naphthalen-2-yl ester (787 mg, 1.46 mmol), cesium fluoride (2.00 g, 13.2 mmol), 3,4-difluorophenylboronic acid (692 mg, 4.38 mmol) and acetonitrile (16 mL). Add the sonicated Pd/Pcy3 suspension to reaction vessel and heat to 90° C. for 30 minutes. Cool to room temperature and filter through pad of Celite and evaporate the solvent. Dissolve residue in ethyl acetate (40 mL) and wash with saturated NaHCO3 (10 mL). Separate the layers, wash the organic layer with brine (10 ml), dry with MgSO4, filter, and concentrate in vacuo. Chromatograph the residue on a SiO2 column eluting the material with methanol in dichloromethane (0 to 5%) to give 630 mg (86%) of the title compound: mass spectrum (ion spray) m/z=504.2 (M+H).

1. customSonicate the mixture for 5 minutes
2. customto reaction vessel
3. temperatureCool to room temperature
4. filtrationfilter through pad of Celite
5. customevaporate the solvent
6. washDissolve residue in ethyl acetate (40 mL) and wash with saturated NaHCO3 (10 mL)
7. customSeparate the layers
8. washwash the organic layer with brine (10 ml)
9. dry with materialdry with MgSO4
10. filtrationfilter
11. concentrationconcentrate in vacuo
12. washChromatograph the residue on a SiO2 column eluting the material with methanol in dichloromethane (0 to 5%)