[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C([O-])([O-])=O.[K+].[K+].[CH2:19](OS(C)(=O)=O)[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(#N)C>[CH3:1][C:2]1[N:6]([CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:5]=[N:4][C:3]=1[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1.[CH3:1][C:2]1[N:6]=[CH:5][N:4]([CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:3]=1[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1To a solution of 5-methyl-4-phenyl-1H-imidazole (example 103D) (1.02 g, 6.44 mmoles) in ACN (20 mL) are added K2CO3 (1.07 g, 7.72 mmoles) and methanesulfonic acid phenethyl ester (example 4D). The reaction mixture is heated at reflux overnight, then cooled to room temperature, filtered, cake washed with ACN and solvent is removed under reduced pressure. The residue is purified by silica gel chromatography using (toluene:acetone) (90:10) as eluent to give 5-methyl-1-phenethyl-4-phenyl-imidazole and 4-methyl-1-phenethyl-5-phenyl-imidazole.
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