[CH2:1]([C:3]1[C:8]([CH:9]=O)=[CH:7][CH:6]=[C:5]([C:11]([F:14])([F:13])[F:12])[N:4]=1)[CH3:2].[CH3:15][O:16][C:17](=[O:38])[CH:18]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>C1(C)C=CC=CC=1.CCOC(C)=O.O>[CH3:15][O:16][C:17](=[O:38])[CH:18]=[CH:9][C:8]1[C:3]([CH2:1][CH3:2])=[N:4][C:5]([C:11]([F:14])([F:13])[F:12])=[CH:6][CH:7]=1To a solution of 2-ethyl-6-trifluoromethyl-pyridine-3-carbaldehyde in toluene (10 mL) was added methyl(triphenylphosphoranylidene)acetate (172 mg, 0.516 mmol). The mixture was heated at 110° C. for overnight cooled to room temperature, and diluted with EtOAc and water. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography (EtOAc/hexanes=1/4) to yield the 3-(2-ethyl-6-trifluoromethyl-pyridin-3-yl)-acrylic acid methyl ester (89 mg, 80%).
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