Reaktion #356910

Reaktionsgleichung

potassium phosphate

5-chloro-2-(6-chloropyridin-3-yl-carbonylamino)-N-(5-chloropyridin-2-yl)benzamide

phenyl boronic acid

→

5-Chloro-2-(6-phenylpyridin-3-ylcarbonyl-amino)-N-(5-chloropyridin-2-yl)benzamide

Lösungsmittel

DME

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was degassed
2. 2
   workup.ADDITIONtetrakistriphenyl-phosphine palladium (60 mg) was added
3. 3
   Temperaturcooled to room temperature
4. 4
   workup.ADDITIONdiluted with ethyl acetate (50 mL)
5. 5
   Waschenwashed with water, saturated sodium bicarbonate
6. 6
   Trocknendried over anhydrous magnesium sulfate
7. 7
   SonstigeAfter evaporation of the solvent
8. 8
   Sonstigethe crude product was purified by RPHPLC [ethyl acetate/hexane (3:7)]

Vorschrift

To a solution of 5-chloro-2-(6-chloropyridin-3-yl-carbonylamino)-N-(5-chloropyridin-2-yl)benzamide (Intermediate E-2, 0.42167 g, 1 mmol) in 10 mL of DME was added phenyl boronic acid (0.134 g, 1.1 mmol) and an aqueous solution of potassium phosphate (0.6 mL, 1 molar solution). The reaction mixture was degassed and tetrakistriphenyl-phosphine palladium (60 mg) was added. The mixture was heated at 80° C. overnight, cooled to room temperature, diluted with ethyl acetate (50 mL), washed with water, saturated sodium bicarbonate, and dried over anhydrous magnesium sulfate. After evaporation of the solvent, the crude product was purified by RPHPLC [ethyl acetate/hexane (3:7)]. Yield=0.280 g.

Quelle