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Abstract In this investigation, when pyrazolopyridine 1 was heated with malonates reagents in the presence of catalytic amount of acetic acid gave the corresponding fluorene derivatives 2-4 in 40-55% yields (Scheme 1). A mixture of 4 and N2H4.H2O in ethanol was heated under reflux to give 5 as a white crystal (75%) which was condensed with p-nitrobenzaldehyde in the presence of a catalytic amount of acetic acid to give a white powde of 6 as a (86%) (Scheme 2). Diazotization of pyrazolpyridine 1 by using conc. HCl, H2O, and NaNO2 followed by addition of the appropriate amines gave the products 7-9 in 50-70% yields (Scheme 3). |