反应详情

3-Cyanopyridine-5-boronic acid pinacol ester (58.1 mg, 0.25 mmol), 1-(3-bromo-4-fluorophenyl)-4-fluoro-1-(pyridin-4-yl)-1H-isoindol-3-amine (67.4 mg, 0.17 mmol), [1,1′-bis (diphenylphosphino)ferrocene]palladium(II) chloride (6.88 mg, 8.42 μmol), 2 M aqueous potassium carbonate (0.253 mL, 0.51 mmol) and DMF (2.00 mL) were put in a microwave vial and irradiated in a microwave oven at 110° C. for 20 min. Additional 3-cyanopyridine-5-boronic acid pinacol ester (25.2 mg, 0.11 mmol) and [1,1′-bis (diphenylphosphino)ferrocene]palladium(II) chloride (6.88 mg, 8.42 μmol) were added and the resulting mixture was irradiated at 110° C. for 30 min. Additional 3-cyanopyridine-5-boronic acid pinacol ester (25.2 mg, 0.11 mmol) and [1,1′-bis (diphenylphosphino)ferrocene]palladium(II) chloride (6.88 mg, 8.42 μmol) were added and the resulting mixture was irradiated at 110° C. for 30 min. The product was purified by preparative HPLC. The desired fractions were pooled and concentrated in vacuo. The residue was partitioned between water and ethyl acetate (×3). The organic layer was collected, dried (Na2SO4), filtered and concentrated in vacuo. The residue was redissolved in methanol and concentrated in vacuo three times to give the title compound 5.80 mg, (7.4% yield).

1. customirradiated in a microwave oven at 110° C. for 20 min
2. customthe resulting mixture was irradiated at 110° C. for 30 min
3. customthe resulting mixture was irradiated at 110° C. for 30 min
4. customThe product was purified by preparative HPLC
5. concentrationconcentrated in vacuo
6. customThe residue was partitioned between water and ethyl acetate (×3)
7. customThe organic layer was collected
8. dry with materialdried (Na2SO4)
9. filtrationfiltered
10. concentrationconcentrated in vacuo
11. dissolutionThe residue was redissolved in methanol
12. concentrationconcentrated in vacuo three times