A practical synthesis of the 5-chloromethyl-furo[2,3-b]pyridine pharmacophore

Woo Baeg Choi, Ioannis N. Houpis, Hywyn R.O. Churchill, Audrey Molina, Joseph E. Lynch, R. P. Volante, Paul J. Reider, Anthony O. King

Research output: Contribution to journalArticle

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Abstract

Synthesis of the furopyridine 2 was accomplished in 52% overall yield from 6-hydroxynicotinic acid (3). The synthesis is highighted by a Heck coupling of 5 with ethylene followed by an NCS mediated oxidative cyclization and elimination sequence.

Original languageEnglish (US)
Pages (from-to)4571-4574
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number26
DOIs
StatePublished - Jun 26 1995
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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    Choi, W. B., Houpis, I. N., Churchill, H. R. O., Molina, A., Lynch, J. E., Volante, R. P., Reider, P. J., & King, A. O. (1995). A practical synthesis of the 5-chloromethyl-furo[2,3-b]pyridine pharmacophore. Tetrahedron Letters, 36(26), 4571-4574. https://doi.org/10.1016/0040-4039(95)00850-C