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Paper | Regular issue | Vol 24, No. 12, 1986, pp.3411-3415
Published online, 1st January, 1970
DOI: 10.3987/R-1986-12-3411
Synthesis and 1,3-Dipolar Cycloaddition of 3-Hydroxy-5-methoxypyridinium N-Imine

Ling-Ching Chen* and Shyh-Chyun Yang

*Graduate Institute of Pharmaceutical Sciences, Kaohsiung Medical University, 100 Shin Chuan 1st Rd., Kaohsiung 80708, Taiwan, R.O.C.

Abstract

The synthesis and 1,3-dipolar cycloaddition of 3-hydroxy-5-methoxypyridinium N-imine (12) is described. Compound 12 was found to undergo 1,3-dipolar cycloaddition reaction with ethyl propiolate to give ethyl 8-amino-4-methoxy-2-oxo-8-azabicyclo[3.2.1]oct-3,6-diene-6-carboxylate (13) and ethyl 4-hydroxy-6-methoxypyrazo[1,5-a]pyridine-3-carboxylate (14).