Reaktion #45803

Reaktionsgleichung

trimethylboroxine

5-Amino-2-bromo-6-fluoro-4-methoxy-2-methylbiphenyl-3-carbonitrile

potassium carbonate

1,4-dioxane

→

5-Amino-6-fluoro-4-methoxy-2-methylbiphenyl-3-carbonitrile

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling to room temperature
2. 2
   workup.STIRRINGby further stirring at 110° C. for 11 hours
3. 3
   TemperaturAfter cooling to room temperature
4. 4
   Sonstigethe insoluble matter was separated by filtration
5. 5
   SonstigeThe organic layer was separated
6. 6
   Extraktionthe aqueous layer was again extracted with ethyl acetate

Vorschrift

5-Amino-2-bromo-6-fluoro-4-methoxy-2-methylbiphenyl-3-carbonitrile (I-235) (2.02 g, 6.29 mmol), potassium carbonate (2.61 g, 18.87 mmol) and tetrakis(triphenylphosphine)palladium(0) (727 mg, 0.63 mmol) were dissolved in 10% water-containing 1,4-dioxane (50 ml), and at room temperature, trimethylboroxine (50 wt. % tetrahydrofuran solution, 1.90 ml, 7.55 mmol) was added. After stirring under nitrogen atmosphere at 110° C. for 8 hours and then cooling to room temperature, tetrakis(triphenylphosphine)palladium(0) (727 mg, 0.63 mmol) was added, followed by further stirring at 110° C. for 11 hours. After cooling to room temperature, the insoluble matter was separated by filtration, the filtrate was fractionated with ethyl acetate and saturated brine. The organic layer was separated, the aqueous layer was again extracted with ethyl acetate.

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