Br[CH2:2][CH2:3][O:4][CH3:5].[F:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:14](=[O:24])[C:15]([C:19]([O:21]CC)=[O:20])=[CH:16][NH:17][CH:18]=2)=[CH:9][CH:8]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[OH-].[Na+].Cl>CN(C=O)C.O>[F:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[C:14](=[O:24])[C:15]([C:19]([OH:21])=[O:20])=[CH:16][N:17]([CH2:2][CH2:3][O:4][CH3:5])[CH:18]=2)=[CH:11][CH:12]=11-Bromo-2-methoxyethane (95 μl) was added to a suspension of ethyl 5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxylate (200 mg) and cesium carbonate (499 mg) in DMF (4 ml) at room temperature. The reaction mixture was stirred at room temperature for four hours. Then the reaction mixture was stirred at 50° C. overnight. Cesium carbonate (499 mg) and 1-bromo-2-methoxyethane (95 μl) were added to the reaction mixture at 50° C. The reaction mixture was stirred at 50° C. for nine hours. Then the reaction mixture was stirred at 80° C. for three days and returned to room temperature. A 1 N aqueous sodium hydroxide solution (4 ml) was added to the reaction mixture at room temperature. The reaction mixture was stirred at room temperature for five hours. A 1 N aqueous hydrochloric acid solution and water were added to the reaction mixture. The precipitated solid was collected by filtration, washed with water and then washed with a mixed solvent of hexane and diethyl ether [5:1 (v/v)] to give 113 mg of the title compound as a solid.
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