Cesium carbonate → HCID 67017328, compound

Participants

Reaction Conditions

Reaction Steps

3.0 g (E)-3-(3-Amino-6-bromo-pyridin-2-yl)-acrylic acid ethyl ester, 3.05 g 4-(Trifluoromethyl)phenylboronic acid and 3.61 g cesium carbonate were dissolved in a mixture of 21 ml dimethylformamide and 7 ml water. An argon stream was bubbled through the reaction mixture for thirty minutes then 333 mg Tetrakis(tripehnylphosphine)palladium(0) were added and the reaction mixture stirred at 110° C. for 1.5 hours. The reaction mixture was diluted by addition of 50 ml water and extracted three times with portions of 80 ml dichloromethane. The combined organic layers were dried over MgSO4 then the solvent was removed in vacuo. The residue was purified by chromatography on silica gel to obtain 2.4 g (E)-3-[3-Amino-6-(4-trifluoromethyl-phenyl)-pyridin-2-yl]acrylic acid ethyl ester.

Provenance & Evidence