[F:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.[F:11][C:12]1[CH:13]=[C:14]([CH:23]([CH3:37])[C:24]([NH:26][CH2:27][C:28]2[NH:32][N:31]=[C:30]([C:33]([F:36])([F:35])[F:34])[CH:29]=2)=[O:25])[CH:15]=[CH:16][C:17]=1[CH2:18][S:19]([CH3:22])(=[O:21])=[O:20].N1C=CC=CC=1>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.C(Cl)Cl>[F:11][C:12]1[CH:13]=[C:14]([CH:23]([CH3:37])[C:24]([NH:26][CH2:27][C:28]2[N:32]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[N:31]=[C:30]([C:33]([F:36])([F:34])[F:35])[CH:29]=2)=[O:25])[CH:15]=[CH:16][C:17]=1[CH2:18][S:19]([CH3:22])(=[O:21])=[O:20]4-Fluorophenylboronic acid (41 mg, 0.295 mmol), 2-(3-fluoro-4-(methylsulfonylmethyl)phenyl)-N-((3-(trifluoromethyl)-1H-pyrazol-5-yl)methyl)propanamide (60 mg, 0.147 mmol) and copper(II)-acetate (0.021 mL, 0.221 mmol) were added to DCM (2.2 mL). At room temperature was added pyridine (0.238 mL, 2.946 mmol) and the mixture was stirred for overnight. The reaction mixture was concentrated in vacuo, the solid obtained was purified by CC (eluent: cyclohexane/ethyl acetate (1:2)) to afford 2-[3-fluoro-4-(methylsulfonyl-methyl)-phenyl]-N-[[2-(4-fluorophenyl)-5-(trifluoromethyl)-2H-pyrazol-3-yl]-methyl]-propionamide (55 mg, 75%).
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