反应详情

温度

95 °C

Treat a N2 degassed mixture of tert-butyl 1-(6-chloro-4,5-dimethylpyridazin-3-yl)piperidin-4-yl(methyl)carbamate (3.01 g, 8.48 mmol), 4-fluorophenylboronic acid (1.23 g, 8.80 mmol) and CsF (4.08 g, 26.8 mmol) in 1,4-dioxane (80 mL) with (1,1′-bis(diphenylphosphino)ferrocene)palladium(II) chloride (1.10 g, 1.35 mmol). Heat the resulting mixture under N2 at 95° C. overnight. Partition the reaction mixture between H2O and EtOAc. Separate the layers, and wash the organic layer with brine. Dry the organic layer over Na2SO4, filter, and concentrate under reduced pressure. Purify the residue by flash silica gel chromatography (gradient of 20 to 80% EtOAc in hexanes) to provide the title compound (3.05 g, 87%). ES/MS m/z 415.2 (M+1).

1. customdegassed
2. customPartition the reaction mixture between H2O and EtOAc
3. customSeparate the layers
4. washwash the organic layer with brine
5. dry with materialDry the organic layer over Na2SO4
6. filtrationfilter
7. concentrationconcentrate under reduced pressure
8. customPurify the residue by flash silica gel chromatography (gradient of 20 to 80% EtOAc in hexanes)