Deprotonation of 2- and 3-methylquinoline
Yes, in contrast to 3-methylquinoline, the methyl group of 2-methylquinoline (1) is easily deprotonated by potassium ethoxide.



The anion has been examined by NMR spectroscopy (DOI), but its use in synthesis was reported long before. There's an article (in German) in Chem. Ber., 1909, 42, 1140 (DOI) where the reaction of 2-methylquinoline with diethyloxalate is described.