[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([NH:10][C:11](=[O:19])[C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[H-].[Na+].[CH3:22]I.[C:24]([O:27][CH2:28][CH3:29])(=O)C>CN(C)C=O.O>[CH:28]([O:27][CH:17]([CH3:16])[CH3:12])([CH3:29])[CH3:22].[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([N:10]([CH3:24])[C:11](=[O:19])[C:12]2[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]
To a solution of N-(1-acetylpiperidin-4-yl)-4-fluorobenzamide (529 mg) in N,N-dimethylformamide (5 ml) was added sodium hydride (0.1 g). After stirring for 45 minutes, methyl iodide (623 ml) was added to the solution. After stirring for 45 minutes, the mixture was diluted with ethyl acetate (100 ml) and water (50 ml). An organic phase was separated, and washed with water and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. After trituration with diisopropyl ether, N-(1-acetylpiperidin-4-yl)-N-methyl-4-fluorobenzamide (248 mg) was obtained.
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