The synthesis of thienopyridines from ortho-halogenated pyridine derivatives

Article abstract of DOI:10.1055/s-1992-26153

The synthesis of 2- and 4-chloro-3-cyanomethylpyridine, 3-bromo-2-cyanomethylpyridine and 3-bromo-4-cyanomethylpyridine containing methylene groups activated by the nitrile functionality is reported. Reaction of these compounds with sodium hydride and carbon disulfide, followed by iodomethane gives the corresponding thienopyridines.