Metal Free Quick Introduction of Azole in to Azine Nucleus: Acid Catalyzed Reissert-Henze Reaction

摘要

Imidazole appended heterocycle moieties are commonly encountered in biologically important molecules. Imidazole substituted in 2nd position of pyridine or quinoline moieties are prevalent in the SAR study of most drug discovery programs such as human neutrophil elastase, gastric H+/ K+-ATPase inhibitors, NNRTIs (nucleoside Reverse Transcriptase Inhibitors), HIV entry inhibitors, CB1 antagonist and AMPA receptors. Further, 2-imidazolyl azabenzimid-azole compounds have been reported as cardiotonic agents. Introduction of imidazole or benzimidazole on to pyridine or quinoline ring at second position is generally carried out by reacting the corresponding azole with 2-halo pyridines or quinolines either with copper catalyst at elevated temperatures or ligand catalyzed coupling reactions.