HCID 66599715, compound → HCID 66599747, compound
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[CH:14]=[C:13]([CH:15]([C:17]2[N:18]([CH2:28][O:29][CH2:30][CH2:31][Si:32]([CH3:35])([CH3:34])[CH3:33])[C:19]([C:22]3[CH:23]=[N:24][N:25]([CH3:27])[CH:26]=3)=[CH:20][N:21]=2)[OH:16])[CH:12]=[CH:11][N:10]=1>ClCCl.[O-2].[O-2].[Mn+4]>[F:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[C:3]=1[C:9]1[CH:14]=[C:13]([C:15]([C:17]2[N:18]([CH2:28][O:29][CH2:30][CH2:31][Si:32]([CH3:35])([CH3:34])[CH3:33])[C:19]([C:22]3[CH:23]=[N:24][N:25]([CH3:27])[CH:26]=3)=[CH:20][N:21]=2)=[O:16])[CH:12]=[CH:11][N:10]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a stirred solution of [2-(2,6-difluoro-phenyl)-pyridin-4-yl]-[5-(1-methyl-1H-pyrazol-4-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]methanol (78 mg, 0.157 mmol, as a mixture of two regioisomers) in dichloromethane (3 mL) at room temperature was added manganese dioxide (273 mg, 3.14 mmol). The mixture was stirred at room temperature overnight before it was filtered and concentrated in vacuo. Purification by SiO2 chromatography provided [2-(2,6-difluoro-phenyl)-pyridin-4-yl]-[5-(1-methyl-1H-pyrazol-4-yl)-1-(2 trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanone (75 mg, as a mixture of two regioisomers).