The reaction of 3,5-dichloro-4-pyridinecarbonitrile towards nucleophil
ic substitution of chlorine atoms and nucleophilic addition to the cya
no group has been studied in presence of different nucleophiles and so
lvents in order to evidence the best conditions for the synthesis of 3
,4,5-trifunctionalized pyridines. Besides the products of substitution
of only one chlorine atom, 3,5-bis(ethylthio)-4-pyridinecarbonitrile
and 3,5-bis(tert-butylthio)-4-pyridinecarbonitrile have been prepared
in high yields and the reduction of their cyano to amino group has bee
n studied in order to obtain model molecules and new selective inhibit
ors of extramitochondrial amine oxidase enzymes.