反应详情

温度

65 °C

A solution of 3-chloro-6-(3-fluoro-4-methoxy-phenyl)-pyridazine (Step 1, 2.0 g, 8.38 mmol), B-benzyl-9-BBN (0.5 mL in THF, 20 mL) and K2CO3 (3.5 g, 25.1 mmol) in 30 mL of DMF was degassed with N2 for 5 min. Cat. Pd(DPPF)Cl2 (731 mg, 1 mmol) was then added and the reaction was heated at 65° C. for 3 h (preheated oil bath). The mixture was poured into ice water and extracted with 50 mL 2×EtOAc. The combined organic phases were washed with 50 mL of brine and dried over Na2SO4. The solution was concentrated in vacuo and the crude was purified by silica gel column chromatograph (50% EtOAc/Hexane to EtOAc) to give light yellow solid. MS (ESI pos. ion) m/z: 295.3 (M+H). Calc'd Exact Mass for C18H15FN2O: 294.32.

1. extractionextracted with 50 mL 2×EtOAc
2. washThe combined organic phases were washed with 50 mL of brine
3. dry with materialdried over Na2SO4
4. concentrationThe solution was concentrated in vacuo
5. customthe crude was purified by silica gel column chromatograph (50% EtOAc/Hexane to EtOAc)
6. customto give light yellow solid