Sulfuric Acid → 5-(2-Carbamoyl-phenoxy)-2-pyridin-2-yl-6-(pyridin-3-yloxy)-1H-benzimidazole
Reaction equation
S(=O)(=O)(O)[OH:2].[C:6]([C:8]1[CH:36]=[CH:35][CH:34]=[CH:33][C:9]=1[O:10][C:11]1[C:25]([O:26][C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)=[CH:24][C:14]2[NH:15][C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)=[N:17][C:13]=2[CH:12]=1)#[N:7]>>[C:6]([C:8]1[CH:36]=[CH:35][CH:34]=[CH:33][C:9]=1[O:10][C:11]1[C:25]([O:26][C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)=[CH:24][C:14]2[NH:15][C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)=[N:17][C:13]=2[CH:12]=1)(=[O:2])[NH2:7]Participants
3
Procedure
A 80% sulfuric acid solution of 3.5 mg of 5-(2-cyano-phenoxy)-2-pyridin-2-yl-6-(pyridin-3-yloxy)-1H-benzimidazole obtained in Example 5 was stirred overnight at 50° C. The reaction mixture was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]. The solvent of the resulting fraction was evaporated away under reduced pressure to obtain the entitled compound as a colorless solid.
Workup
- customThe reaction mixture was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]