Phenoxide leaving group SNAr strategy for the facile preparation of 7-amino-3-aryl pyrazolo[1,5-a]pyrimidines from a 3-bromo-7-phenoxypyrazolo[1,5-a]pyrimidine intermediate

John G. Catalano, Vishwanath Gaitonde, Mallesh Beesu, Anna L. Leivers, J. Brad Shotwell

Research output: Contribution to journalArticle

3 Scopus citations

Abstract

We have discovered a 3-bromo-7-phenoxypyrazolo[1,5-a]pyrimidine intermediate that allows for the direct sequential funtionalization of the 3-position and 7-position of a pyrazolo[1,5-a]pyrimidine scaffold. The intermediate and general method described herein offer an improvement over prior methods, particularly in cases where multiple unique 3-aryl substituents are to be incorporated in conjunction with multiple unique 7-amino substituents.

Original languageEnglish (US)
Pages (from-to)6077-6079
Number of pages3
JournalTetrahedron Letters
Volume56
Issue number44
DOIs
StatePublished - Oct 28 2015

Keywords

  • Heterocycle
  • Phenoxide
  • Pyrazolo[1,5-a]pyrimidine
  • SNAr
  • Suzuki

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