Synthesis of 3-Fluoropyrazolo[1,5-A]Pyridines by Fluorination of Methyl Pyrazolo[1,5-A]Pyridine-3-Carboxylates

Sabina V. Alieva, Aleksey Yu Vorob’ev

Research output: Contribution to journalArticlepeer-review

Abstract

The reaction of methyl esters of pyrazolo[1,5-a]pyridine-2,3-dicarboxylic and 2-phenylpyrazolo[1,5-a]pyridine-3-carboxylic acids with the fluorinating reagent Selectfluor gave 3-fluoropyrazolo[1,5-a]pyridine-2-carboxylic acid methyl ester and 3-fluoro-2-phenylpyrazolo- [1,5-a]pyridine. Monitoring the progress of the reaction by 1H NMR spectroscopy showed the formation of an intermediate fluorinecontaining σ-complex.

Original languageEnglish
Pages (from-to)957-960
Number of pages4
JournalChemistry of Heterocyclic Compounds
Volume56
Issue number7
DOIs
Publication statusPublished - 1 Jul 2020
Externally publishedYes

Keywords

  • electrophilic fluorination
  • pyrazolo[1,5-a]pyridines
  • Selectfluor
  • IBUDILAST
  • IMINES

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