3, 5-Disubstituted-and 3, 4, 5-trisubstituted-2-(2-pyridyl) pyrroles may be synthesized efficiently from the novel condensation of 2-(aminomethyl) pyridine and 1, 3-diones. The cyclization reaction was found to proceed through the intermediacy of a (2-pyridyl) methylimine. A marked dependence of the regioselectivity in the reaction of unsymmetrical diones on the presence of additional aminomethylpyridine suggests that two pathways to ...