反应详情

温度

85 °C

1-(2,4-Dichloro-phenyl)-2-(5′-methyl-3-trifluoromethyl-2′H-[1,4′]bipyrazolyl-3′-yloxy)-propan-1-one (150 mg, 0.346 mmol) is dissolved in 1,2-dichloroethane (1.39 ml) and titanium tetrachloride (0.046 ml, 0.416 mmol) is added; the reaction mixture is stirred at 85° C. under N2 for 3 hours. The reaction mixture is allowed to cool to RT and quenched with sat. ammonium chloride then added to a further 50 ml solution of ammonium chloride. The crude product is extracted with EtOAc (2×50 ml). The combined organics are washed with water, brine, dried over MgSO4 and concentrated in vacuo. Purification of the crude product by ISCO combiflash chromatography, eluting with 0 to 100% (EtOAc/Iso-hexane) on a 24 g SiO2-column afford the title compound as a solid MS: m/z 415.25 [M+H]+; 1H NMR (400.13 MHz (CDCl3) δ 7.69 (1H, dd), 7.60 (1H, d), 7.54 (1H, d), 7.43 (1H, dd), 6.72 (1H, d), 2.37 (3H, s), 2.35 (3H, s).

1. temperatureto cool to RT
2. customquenched with sat. ammonium chloride
3. additionthen added to a further 50 ml solution of ammonium chloride
4. extractionThe crude product is extracted with EtOAc (2×50 ml)
5. washThe combined organics are washed with water, brine
6. dry with materialdried over MgSO4
7. concentrationconcentrated in vacuo
8. customPurification of the crude product by ISCO combiflash chromatography
9. washeluting with 0 to 100% (EtOAc/Iso-hexane) on a 24 g SiO2-column