On treatment with chlorine, bromine, or mercuric acetate triazolo[1,5-a]pyridine (1) gives dichloromethyl-, dibromomethyl-, and alkoxy(alkoxymercurio)methyl-pyridines (3), (4), (5), and (8) with loss of nitrogen. Nitration gives 3-nitrotriazolopyridine (9), which on reduction gives 3-(2-pyridyl)imidazo[1,5-a]pyridine (11). The mechanism of formation of these compounds is discussed.
G. Jones, D. R. Sliskovic, B. Foster, J. Rogers, A. K. Smith, M. Y. Wong and A. C. Yarham, J. Chem. Soc., Perkin Trans. 1, 1981, 78 DOI: 10.1039/P19810000078
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