反应详情

3-Cyanopyridine-5-boronic acid pinacol ester (85 mg, 0.37 mmol), 1-(3-bromo-4-fluorophenyl)-4-fluoro-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amine (115.5 mg, 0.25 mmol), [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride (10.07 mg, 0.01 mmol), 2 M aqueous potassium carbonate (0.370 mL, 0.74 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 (36.9 mg, 0.16 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride (10.07 mg, 0.01 mmol) were added and the resulting mixture was irradiated at 110° C. for 20 min. Additional 3-cyanopyridine-5-boronic acid pinacol ester (36.9 mg, 0.16 mmol) and [1,1′-bis (diphenylphosphino)ferrocene]palladium(II) chloride (10.07 mg, 0.01 mmol) were added and the resulting mixture was irradiated at 110° C. for 30 min. Additional 3-cyanopyridine-5-boronic acid pinacol ester (36.9 mg, 0.16 mmol) and [1,1′-bis (diphenylphosphino)ferrocene]palladium(II) chloride (10.07 mg, 0.01 mmol) were added and the resulting mixture was irradiated for 30 min. The resulting product mixture was filtered and purified by preparative-HPLC to give the title compound 11.4 mg, (7.6% yield).

1. customirradiated in a microwave oven at 110° C. for 20 min
2. customthe resulting mixture was irradiated at 110° C. for 20 min
3. customthe resulting mixture was irradiated at 110° C. for 30 min
4. customthe resulting mixture was irradiated for 30 min
5. filtrationThe resulting product mixture was filtered
6. custompurified by preparative-HPLC