The reaction of 3,5-dichloro-4-pyridinecarbonitrile towards nucleophilic substitution of chlorine atoms and nucleophilic addition to the cyano group has been studied in presence of different nucleophiles and solvents 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 been studied in order to obtain model molecules and new selective inhibitors of extramitochondrial amine oxidase enzymes.
Convenient access to 3,4,5-trisubstituted pyridines
IEMMA F;
1996-01-01
Abstract
The reaction of 3,5-dichloro-4-pyridinecarbonitrile towards nucleophilic substitution of chlorine atoms and nucleophilic addition to the cyano group has been studied in presence of different nucleophiles and solvents 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 been studied in order to obtain model molecules and new selective inhibitors of extramitochondrial amine oxidase enzymes.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
