ChemInform Abstract: Regioselective Synthesis of 2-Amino-5-(or 3-)arylazo-Substituted Pyridines and Pyrazines from Pyridinium N-Aminides.

Differently modified 2-aminopyridines and pyrazines bearing an arylazo group at the 3- or 5-position have been generated from pyridinium N-aminides in a regioselective fashion. The detailed chemistry starts with attack of the N-aminide on a diazonium salt, to form the arylazo derivative. N-alkylation on the exocyclic nitrogen and reduction to break the N–N bond then affords the final compounds, as an extension of the broad synthetic uses of the pyridinium N-aminides.