Abstract
A series of substituted pyridine derivatives were synthesized from 2,5,7,8-tetrahydro-4-(5-methylfuran- 2-yl)-2-oxo-1H-pyrano[ 4,3-b] pyridine-3-carbonitrile (1) as starting material. Treatment of 1 with bromoethylacetate gave the corresponding ester derivatives (2) and (3) as a mixture which were separated by crystallization. Hydrazonolysis of 2 or 3 with hydrazine hydrate gave the corresponding acid hydrazide derivatives 4 and 5, respectively. The reaction of hydrazide 4 or 5 with aromatic aldehydes, 1,3-indanedione, isatoic anhydride or benzene tetracarboxylic acid dianhydride afforded the corresponding derivatives 6-9 and 10-13, respectively. Finally, treatment of 5 with 1,4-cyclo-hexanedione, 2,3-pyridinedicarboxylic anhydride, phthalic anhydride, or 2,3,4,5-tetrachlorophthalic anhydride yielded the corresponding compounds 14-16, respectively. Some of synthesized compounds were tested as anticancer agents. All the synthesized compounds were illustrated by elemental analysis and spectroscopic evidences.