[CH3:1][C@H:2]1[N:7]([CH2:8][C:9]2[N:13]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=3)[N:12]=[N:11][N:10]=2)[CH2:6][CH2:5][NH:4][C:3]1=[O:24].I[CH2:26][CH3:27].[H-].[Na+]>CN(C)C=O>[CH2:26]([N:4]1[CH2:5][CH2:6][N:7]([CH2:8][C:9]2[N:13]([C:14]3[CH:15]=[CH:16][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:19]=3)[N:12]=[N:11][N:10]=2)[C@H:2]([CH3:1])[C:3]1=[O:24])[CH3:27]To a solution of (3R)-3-methyl-4-({1-[4-(trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)-2-piperazinone (100 mg, 0.294 mmol, intermediate 18), in N,N-Dimethylformamide (DMF) (1 mL) was added iodoethane (0.026 mL, 0.323 mmol) and sodium hydride (23.5 mg, 0.588 mmol). The resulting reaction mixture was stirred at room temperature for 24 hours.
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