Regioselective deprotonation of N-methyl-and tert-butylpyridine carboxamides using lithium magnesiates bases was achieved at room temperature avoiding nucleophilic addition on the pyridine molecule and auto-condensation of the arylmetal intermediates on the amide group was described. The hydrogen–magnesium exchange was evidenced using 1H NMR spectroscopy at room temperature and the reactivity of the lithium 2-, 3-and 4- ...