反应详情

温度

100 °C

4-[5-Chloro-2-(methyl-o-tolyl-carbamoyl)-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-butyric acid tert-butyl ester (444.0 mg, 0.8 mmol), 5-bromo-2-trifluoromethyl-isonicotinonitrile (171.0 mg, 0.7 mmol), Pd(Ph3P)4 (78.6 mg, 0.07 mmol), Na2CO3 (432.0 mg, 4.1 mmol) in dioxane (9 mL) and water (1 mL) was degassed with N2 for 5 min, sealed, and heated at 100° C. for 12 hrs. The mixture was then partitioned between ethyl acetate and water. The organic layer was washed with water and brine, dried over MgSO4 and filtered. Concentration and purification by TLC plates eluting with ethyl acetate in hexanes (2/3) and again with TLC plates eluting with acetonitrile/dichloromethane (1/9) gave 4-[5-chloro-4-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(methyl-o-tolyl-carbamoyl)-phenoxy]-butyric acid tert-butyl ester (410 mg). MS: 588.7 (M+H)+; tR=11.05 min (method 3).

1. customsealed
2. customThe mixture was then partitioned between ethyl acetate and water
3. washThe organic layer was washed with water and brine
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationConcentration and purification by TLC plates
7. washeluting with ethyl acetate in hexanes (2/3) and again with TLC plates
8. washeluting with acetonitrile/dichloromethane (1/9)