The first synthesis of isoxazolo[3,4-c]pyridine-7-ones

Ervin Csimbók, Daniella Takács, József A. Balog, O. Egyed, Nóra V. May-Nagy, György Miklós Keserű

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1 Citation (Scopus)

Abstract

During the lead-oriented synthesis of new heterocycles, ethyl 4-(cyanomethyl)-5-phenylisoxazole-3-carboxylate was identified as a key intermediate towards the synthesis of new isoxazolo[3,4-c]pyridine scaffolds. The key reaction was the catalytic hydrogenation of ethyl 4-(cyanomethyl)-5-phenylisoxazole-3-carboxylate using Raney/Ni followed by a selective ring closure reaction to afford 3-phenylisoxazolo[3,4-c]pyridin-7(6H)-one and its unsaturated analogue as new ring systems with lead-like properties.

Original languageEnglish
Pages (from-to)4401-4404
Number of pages4
JournalTetrahedron Letters
Volume57
Issue number39
DOIs
Publication statusPublished - Sep 28 2016

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Keywords

  • Isoxazolo[3,4-c]pyridine-7-one
  • Lead oriented synthesis
  • Medicinal chemistry
  • New heterocyclic ring system

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Csimbók, E., Takács, D., Balog, J. A., Egyed, O., May-Nagy, N. V., & Keserű, G. M. (2016). The first synthesis of isoxazolo[3,4-c]pyridine-7-ones. Tetrahedron Letters, 57(39), 4401-4404. https://doi.org/10.1016/j.tetlet.2016.08.060