反应详情

温度

95 °C

To a flame-dried tube was placed 5-chloro-4-(4-chlorophenyl)-2-fluoropyridine (0.71 g, 2.93 mmol), 2-chlorophenylboronic acid (0.55 g, 3.52 mmol), K3PO4 (1.24 g, 5.86 mmol), Pd2(dba)3 (0.134 g, 0.147 mmol), and S-Phos (0.12 g, 0.29 mmol). The reaction vessel was then purged with argon three times before degassed toluene (15 mL) was added in, and sealed. The reaction mixture was stirred at 95° C. for 16 h. Analysis by HPLC/MS indicated the reaction was complete. After cooling to room temperature, the reaction mixture was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc (30 mL×3). The combined organic was washed with saturated aqueous NaCl, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified using a silica gel cartridge (80 g) eluting with a gradient of EtOAc (0-10%) in hexanes to afford 0.33 g (35%) of the title compound as a white foam. HPLC/MS: retention time=4.03 min, [M+H]+=318.1.

1. customTo a flame-dried tube was placed
2. customThe reaction vessel was then purged with argon three times
3. custombefore degassed toluene (15 mL)
4. additionwas added in, and
5. customsealed
6. temperatureAfter cooling to room temperature
7. customthe reaction mixture was partitioned between EtOAc and water
8. extractionThe aqueous layer was extracted with EtOAc (30 mL×3)
9. washThe combined organic was washed with saturated aqueous NaCl
10. dry with materialdried over Na2SO4
11. filtrationfiltered
12. concentrationconcentrated under reduced pressure
13. customThe crude product was purified
14. washeluting with a gradient of EtOAc (0-10%) in hexanes