87121-59-3Relevant articles and documents
The synthesis of 2-amino-4-(4-imidazolyl)pyridines
LaMattina
, p. 533 - 538 (2007/10/02)
A general synthetic scheme for the preparation of 2-amino-4-(4-imidazolyl)pyridines, potential histamine H2 antagonists, is described. The synthesis is based on the Neber rearrangement of 1-(4-pyridyl)-l-alkanone oxime O-tosylates to the appropriate α-aminoketones or α-aminoketals, which are then converted to the corresponding imidazoles. The reaction of Grignard reagents with 2-chloroisonicotinonitrile, as well as nucleophilic displacement of chloride by amines on 2-chloroisonicotinonitrile and derivatives, are discussed in relation to the preparation of the ketone intermediates.