反应详情

温度

95 °C

N-(3-Bromo-6-cyano-4-iodo-2-methoxy-5-methylphenyl)-2,2,2-trifluoroacetamide (I-36) (1.29 g, 2.79 mmol), 2-phenyl-1,3,2-dioxaborinane (474 mg, 2.93 mmol), tripotassium phosphate (74-85%, 1.48 g, 5.58 mmol) and tetrakis(triphenylphosphine)palladium(0) (406 mg, 0.352 mmol) were added to a 30-ml eggplant-type flask, followed by purging with nitrogen, N,N-dimethylformamide (50 ml) was injected into it with a syringe, followed by stirring overnight at 95° C. After cooling, the reaction liquid was diluted with ethyl acetate, successively washed with saturated brine (×3), 1 N hydrochloric acid, saturated brine, an aqueous saturated sodium hydrogencarbonate solution and saturated brine. The organic layer was dried on anhydrous magnesium sulfate, then the solvent was concentrated under reduced pressure to obtain a brown residue. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=6:1) to obtain the entitled compound (968 mg, 84%) as a brown solid.

1. customby purging with nitrogen, N,N-dimethylformamide (50 ml)
2. customwas injected into it with a syringe
3. temperatureAfter cooling
4. customthe reaction liquid
5. washsuccessively washed with saturated brine (×3), 1 N hydrochloric acid, saturated brine
6. dry with materialThe organic layer was dried on anhydrous magnesium sulfate
7. concentrationthe solvent was concentrated under reduced pressure
8. customto obtain a brown residue
9. customThe resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=6:1)