[CH3:1][O:2][C:3]([C:5]1[C:10]([Cl:11])=[C:9](Cl)[C:8]([Cl:13])=[C:7]([Cl:14])[N:6]=1)=[O:4].[F-:15].[Cs+]>CC#N.CCOC(C)=O.O>[CH3:1][O:2][C:3]([C:5]1[C:10]([Cl:11])=[C:9]([F:15])[C:8]([Cl:13])=[C:7]([Cl:14])[N:6]=1)=[O:4]To a solution of 3,4,5,6-tetrachloropyridine-2-carboxylic acid methyl ester (1.00 equivalent) in MeCN is added CsF (1.00 equivalent) at room temperature. The resulting mixture is refluxed with stirring for 16 hours. The reaction mixture is cooled to room temperature and diluted with EtOAc and water. The organic layer is washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to afford the desired product that is purified by flash column chromatography as necessary.
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