Abstract In reaction of quinoline N-oxide with 2-aminopyridine in the presence of tosyl chloride the substrate undergoes reductive amination into 2-pyridyl (2-quinolyl) amine, and with 3-and 4-aminopyridines reductive tosylamination occurs to furnish N-tosyl derivatives of the corresponding 3-and 4-pyridyl (2-quinolyl) amines. N-tosyl derivatives of aminopyridines also react along reductive tosylamination pathway.