Rg. Button et Pj. Taylor, THE PROBABLE ABSENCE OF INTRAMOLECULAR GENERAL BASE CATALYSIS IN THE HYDROLYSIS OF ETHYL 6-ETHYL-4-HYDROXY-CINNOLINE-3-CARBOXYLATE, Journal of chemical research. Synopses, (5), 1996, pp. 218-219
Despite some formal resemblance to other cases where this can occur, t
here is probably no intramolecular general base catalysis in the hydro
lysis of the title compound; this may come about since the anionic cha
rge is too diffuse, and because protonation would generate a disfavour
ed tautomer.