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- Title
Synthesis of 5-amino-1H-pyrazolo[4,3-b]pyridine derivatives and annulation of imidazole and pyrimidine rings thereto.
- Authors
Yakovenko, Georgiy G.; Lukianov, Oleh А.; Yagodkina-Yakovenko, Marta S.; Bol'but, Andriy V.; Vovk, Mikhailo V.
- Abstract
1-Alkyl-N-Boc-5-formylpyrazol-4-amines react with malononitrile and cyanoacetamide to form 5-amino-1H-pyrazolo[4,3-b]pyridine nitriles and amides, respectively. Cyclocondensation of the obtained derivatives with chloroacetaldehyde, bromotrifluoroacetone, or ethyl bromopyruvate leads to the formation of imidazo[1,2-a]pyrazolo[3,4-e]pyridines or to pyrazolo[3′,4′,5,6]pyrido[2,3-d]pyrimidine derivatives in cyclocondensation with orthoesters, ethyl oxalyl chloride, or carbonyldiimidazole.
- Subjects
IMIDAZOPYRIDINES; PYRIDINE derivatives; PYRIMIDINES; IMIDAZOLES; OXALYL chloride; ANNULATION; PYRIMIDINE derivatives; NITRILES
- Publication
Chemistry of Heterocyclic Compounds, 2020, Vol 56, Issue 3, p347
- ISSN
0009-3122
- Publication type
Article
- DOI
10.1007/s10593-020-02666-9