Preparation and structure of pyrazolo[3,4-d]pyrimidinones

Ferenc Miklós, Iván Kanizsai, P. Sohár, G. Stájer

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

By means of the reactions of 5-amino-1-phenyl-4-pyrazolecarbohydrazide 1 with aroylalkane- and (bi)cycloalkanecarboxylic acids, the tri-, tetra- and pentacyclic pyrazolo[3,4-d]pyrimidines 2-6 were prepared. The acetylhydrazide 1a reacted with levulinic acid to yield a pyrazoloazepinone 7, together with the pyrrolopyrazolopyrimidinone 8, by acylation of the primary amine following intramolecular cyclization involving either the pyrazole carbon or the hydrazide imino group. After separation, the structures of the new compounds were established by means of NMR measurements.

Original languageEnglish
Pages (from-to)41-46
Number of pages6
JournalJournal of Molecular Structure
Volume610
Issue number1-3
DOIs
Publication statusPublished - Jun 3 2002

Fingerprint

pyrazolo(3,4-d)pyrimidine
Pyrimidinones
Acylation
Cyclization
Amines
Carbon
Nuclear magnetic resonance
hydrazides
acylation
preparation
acids
Acids
pyrimidines
amines
nuclear magnetic resonance
carbon
pyrazole
levulinic acid
acetylhydrazine

Keywords

  • Cyclization of pyrazolecarbohydrazide
  • Intramolecular cyclizations of levulinic acid
  • Pyrazolopyrimidines
  • Reactions of oxocarboxylic acids
  • Structure elucidation by NMR

ASJC Scopus subject areas

  • Structural Biology
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Atomic and Molecular Physics, and Optics

Cite this

Preparation and structure of pyrazolo[3,4-d]pyrimidinones. / Miklós, Ferenc; Kanizsai, Iván; Sohár, P.; Stájer, G.

In: Journal of Molecular Structure, Vol. 610, No. 1-3, 03.06.2002, p. 41-46.

Research output: Contribution to journalArticle

Miklós, Ferenc ; Kanizsai, Iván ; Sohár, P. ; Stájer, G. / Preparation and structure of pyrazolo[3,4-d]pyrimidinones. In: Journal of Molecular Structure. 2002 ; Vol. 610, No. 1-3. pp. 41-46.
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