F[C:2]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[Br:14][C:15]1[CH:22]=[C:21](O)[CH:20]=[CH:19][C:16]=1[CH:17]=[O:18].C(=O)([O-])[O-:25].[Cs+].[Cs+]>CN(C=O)C>[Br:14][C:15]1[CH:22]=[CH:21][C:20]([O:25][C:2]2[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:3]=2[C:4]#[N:5])=[CH:19][C:16]=1[CH:17]=[O:18]A flask was charged with 2-fluoro-4-(triflouromethyl)benzonitrile (3.78 g, 2 mmol), 2-bromo-4-hydroxy-benzaldehyde (4.02 g, 2 mmol), cesium carbonate (6.5 g, 2 mmol) and DMF (40 ml). The mixture was stirred overnight at 40° C. The DMF was evaporated off and the residue was partitioned between ethyl acetate and 5% aqueous sodium hydrogen carbonate. The organic layer was dried with MgSO4. Evaporation yielded a brown oil which solidified to give a brown solid (7.2 g, 97%).
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