Synthetic routes to rhs ortho-halogenated pyridine derivatives, ethyl
2- and 4-chloro-3-pyridylacetate, ethyl 3-bromo-4-pyridylacetate and e
thyl 3-bromo-2-pyridylacetate, which have methylene groups activated b
y the ester functionality are reported. Reaction of these pyridines wi
th carbon disulfide in the presence of sodium hydride, followed by que
nching with iodomethane, results in the formation of the corresponding
thienopyridines in moderate yields.