Abstract: 1-phenyl/(2-thienyl)-3-(1,3-Diphenyl-1H-pyrazol-4-yl)-2-propen-1-ones (3a,b) were prepared. Reaction of 3b with
hydroxyl amine, phenyl hydrazine or ethyl cyanoacetate gave the corresponding heterocyclic compounds 4, 5 and 6 respectively.
Treatment compounds 3a,b with cyanothioacetaimde furnished 3-cyano-4-(1,3-diphenyl-1H-pyrazol-4-yl)-6-phenyl/(2-
thienyl)pyridine-2(1H)-thiones (7a,b). Reaction of 7a,b with chloroacetamide, p-methylphenacyl chloride, ethyl chloroacetate,
chloro-N-(aryl)acetamides gave S-substituted methylthiopyridines 8a-g. Upon treatment of compounds 8a-g with sodium ethoxide
in boiling ethanol, they underwent intramolecular Thorpe-Zeigler cyclization giving 2-functionalized 3-amino-4-(1,3-diphenyl-
1H-pyrazol-4-yl)-6-phenyl/(2-thienyl)thieno[2,3-b]pyridines (9a-g). Compounds 9a,c were subjected to some sequence reactions
to produce new pyrazolylpyridothienopyrimidines 10a-c, 11a,b and 13-16.