反应详情

温度

80 °C

A solution of [2-(4-Bromo-phenyl)-2-(4-chloro-phenyl)-ethyl]-methyl-amine (6.1 g, 13.716 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (5.3 g, 27.431 mmol) and K3PO4 (10.19 g, 48.00 mmol) in ethanol (7.5 ml), methanol (11.5 ml), toluene (7.5 ml) and water (11.5 ml) was purged with nitrogen for 2 minutes. Bis(tri-t-butylphosphine)palladium (0) (175 mg, 2.5 mol %) was then added and the reaction mixture purged with nitrogen for a further 2 minutes. The mixture was then heated to 80° C., under nitrogen for a period of 17 hours. The solvents were removed and the residue was partitioned between ethyl acetate and 2N NaOH. The aqueous layer was extracted with ethyl acetate and the combined organic layers were washed with brine, dried (MgSO4) and concentrated under reduced pressure. The crude reaction mixture was purified by column chromatography (SiO2), eluting with dichloromethane:methanol:acetic acid:water (90:18:3:2) to afford the title compound (3.6 g); LCMS (PS-A2) Rt 2.08 min [M+H]+ 312.

1. customthe reaction mixture purged with nitrogen for a further 2 minutes
2. customThe solvents were removed
3. customthe residue was partitioned between ethyl acetate and 2N NaOH
4. extractionThe aqueous layer was extracted with ethyl acetate
5. washthe combined organic layers were washed with brine
6. dry with materialdried (MgSO4)
7. concentrationconcentrated under reduced pressure
8. customThe crude reaction mixture
9. customwas purified by column chromatography (SiO2)
10. washeluting with dichloromethane:methanol:acetic acid:water (90:18:3:2)