[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:14])=[C:6]([C:8](=[O:13])[CH2:9][CH2:10][C:11]#[N:12])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Cl[CH2:24][C:25]([N:27]1[CH2:32][CH:31]([CH3:33])[N:30]([CH2:34][C:35]2[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=2)[CH2:29][CH:28]1[CH3:42])=[O:26]>C(#N)C.O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:14][CH2:24][C:25]([N:27]2[CH2:32][C@H:31]([CH3:33])[N:30]([CH2:34][C:35]3[CH:36]=[CH:37][C:38]([F:41])=[CH:39][CH:40]=3)[CH2:29][C@H:28]2[CH3:42])=[O:26])=[C:6]([C:8](=[O:13])[CH2:9][CH2:10][C:11]#[N:12])[CH:7]=1To a solution of 4-(5-chloro-2-hydroxy-phenyl)-4-oxo-butyronitrile (0.15 g, 0.70 mmol) in acetonitrile (4 mL) was added potassium carbonate (0.16 g, 1.16 mmol), potassium iodide (0.040 g, 0.24 mmol) and (2-chloro-1-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-ethanone (0.21 g, 0.70 mmol). The reaction was stirred for 20 hours at ambient temperature. Tetrahydrofuran (8 mL) was added and solids were removed by filtration. The filtrate was concentrated and the crude product purified by flash chromatography to give the title compound (0.31 g).
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