反应详情

温度

100 °C

To a degassed solution of tert-butyl [3-(3-bromo-5-chlorophenoxy)-4-chloropyridin-2-yl]carbamate (651 mg, 1.50 mmol) in NMP (7 mL) was added palladium tetrakistriphenylphosphine (260 mg, 0.225 mmol) and zinc cyanide (176 mg, 1.50 mmol) and heated to 100° C. for 20 minutes. After this time, the mixture was allowed to cool to room temperature and partitioned between water (20 mL) and ethyl acetate (2×50 mL). The combined organic extracts were washed with water (20 mL), dried over MgSO4, filtered and the solvent removed in vacuo. This residue was dissolved in TFA for 10 minutes and then the solvent was removed in vacuo. This residue was partitioned between NaHCO3 (50 mL) and ethyl acetate (2×50 mL). The combined extracts were dried over MgSO4, filtered and the solvent removed in vacuo. This residue was purified by chromatography using silica gel column (120 g) and eluting with a gradient of 0-50% EtOAc in CH2Cl2 to provide the title compound. LRMS (M+1): 279.8.

1. temperatureto cool to room temperature
2. custompartitioned between water (20 mL) and ethyl acetate (2×50 mL)
3. washThe combined organic extracts were washed with water (20 mL)
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customthe solvent removed in vacuo
7. dissolutionThis residue was dissolved in TFA for 10 minutes
8. customthe solvent was removed in vacuo
9. customThis residue was partitioned between NaHCO3 (50 mL) and ethyl acetate (2×50 mL)
10. dry with materialThe combined extracts were dried over MgSO4
11. filtrationfiltered
12. customthe solvent removed in vacuo
13. customThis residue was purified by chromatography
14. washeluting with a gradient of 0-50% EtOAc in CH2Cl2