2-Chloro-4-fluoro-(9CI)-1H-benzimidazole is a pharmaceutical intermediate that can be obtained by first preparing 4-fluoro-1H-benzimidazole-2(3H)-one from 3-fluorophenyl-1,2-diamine, followed by chlorination. It has been reported in the literature that it can be used to prepare ATR kinase inhibitors.
2-Chloro-4-fluoro-(9CI)-1H-benzimidazole can be used to prepare 4-fluoro-N-methyl-1-{4-[(3R)-3-methylmorpholin-4-yl]-6-[1-((R)-S-methylsulfonylimino)cyclopropyl]pyrimidin-2-yl}-1H-benzimidazole-2-amine and 4-fluoro-N-methyl-1-{4-[(3R)-3-methylmorpholin-4-yl]-6-[1-((S)-S-methylsulfonylimino)cyclopropyl]pyrimidin-2-yl}-1H-benzimidazole-2-amine. These two compounds have important applications in the treatment of proliferative diseases (such as cancer), particularly in diseases mediated by ataxia-telangiectasia mutations and RAD-3-related protein kinase inhibitors (commonly known as ATRs).