反应详情

温度

100 °C

To a solution of 5-bromo-3-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridin-2-ylamine (5.00 g, 13.15 mmol) in DMF (73 mL) and water (1 mL) was added Zn(CN)2 (4.50 g, 26.3 mmol), Pd2(dba)3 (0.602 g, 0.65 mmol), and DPPF (0.86 g, 1.55 mmol). The mixture was degassed and charged with nitrogen for three time, and then stirred under nitrogen at 100° C. for 3 hr. The reaction solution was partitioned between ethyl acetate and water. The organic layer was washed with a solution of sat. NH4Cl-conc. NH4OH-water (4:1:4), then dried over MgSO4. The crude product was purified on a silica gel column eluting with ethyl acetate-hexanes (1:4) to provide 6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-nicotinonitrile as a white solide (4.15 g, 97% yield).

1. customThe mixture was degassed
2. additioncharged with nitrogen for three time
3. customThe reaction solution was partitioned between ethyl acetate and water
4. washThe organic layer was washed with a solution of sat. NH4Cl-conc
5. dry with materialNH4OH-water (4:1:4), then dried over MgSO4
6. customThe crude product was purified on a silica gel column
7. washeluting with ethyl acetate-hexanes (1:4)