反应详情

([2-(benzyloxy)-5-(trifluoromethyl)phenyl]boronic acid (3.72 g, 0.0126 mol) and caesium carbonate (8.9 g, 0.0273 mol) were suspended in 1,4 dioxane (40.0 mL) and water (20.0 mL). The reaction was degassed twice before being brought to 80° C. under nitrogen. Then 4-bromopyridazine hydrobromide (Preparation see above, 2.52 g, 0.0105 mol) and palladium tetrakistriphenylphosphine (0.62 g, 0.000537 mol) were added to the reaction and it was stirred for three hours. The reaction was concentrated in vacuo to 20.0 mL, and partitioned between ethyl acetate (70.0 mL) and saturated aqueous brine (50.0 mL). The two layers were filtered over Arbocel™ to remove a fine black solid. Then the organic layer was washed with more saturated aqueous brine (2×50.0 mL) and it was dried over sodium sulphate. The solvents were concentrated in vacuo and crude was purified using ISCO™ (using a gradient of 0-50% ethyl acetate in heptane, 80 g SiO2) to afford the title compound as a light orange solid.

1. customThe reaction was degassed twice
2. custombefore being brought to 80° C. under nitrogen
3. concentrationThe reaction was concentrated in vacuo to 20.0 mL
4. custompartitioned between ethyl acetate (70.0 mL) and saturated aqueous brine (50.0 mL)
5. filtrationThe two layers were filtered over Arbocel™
6. customto remove a fine black solid
7. washThen the organic layer was washed with more saturated aqueous brine (2×50.0 mL) and it
8. dry with materialwas dried over sodium sulphate
9. concentrationThe solvents were concentrated in vacuo and crude
10. customwas purified