[C:1]([C:3]1[CH:11]=[CH:10][C:6]2[N:7]=[CH:8][NH:9][C:5]=2[CH:4]=1)#[N:2].[C:12]([NH:16][S:17]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[CH:31]=[CH:30][C:29]([NH:32][C:33]([CH2:35]Cl)=[O:34])=[CH:28][CH:27]=1)(=[O:19])=[O:18])([CH3:15])([CH3:14])[CH3:13].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[C:12]([NH:16][S:17]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[CH:27]=[CH:28][C:29]([NH:32][C:33]([CH2:35][C:8]2[NH:9][C:5]3[CH:4]=[C:3]([C:1]#[N:2])[CH:11]=[CH:10][C:6]=3[N:7]=2)=[O:34])=[CH:30][CH:31]=1)(=[O:18])=[O:19])([CH3:15])([CH3:13])[CH3:14]Alkylation of 5-cyanobenzimidazole (2 mmol) with [4-(2-tert-butylaminosulfonylphenyl)phenyl-aminocarbonyl]methylene chloride (2 mmol) in DMF (10 mL) and K2CO3 (4 mmol) at r.t. over 16 hours, followed by purification on thin layer TLC plates, and further isolation by HPLC gave [4-(2-tert-butylaminosulfonylphenyl)phenylaminocarbonyl]methyl-6-cyanobenzimidazole (240 mg, 56%) and [4-(2-tert-butylaminosulfonylphenyl)phenylaminocarbonyl]methyl-5-cyanobenzimidazole (160 mg, 37%).
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