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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 8, pp 784–788 | Cite as

Efficient synthesis of substituted 8-(pyrazolo[3,4-d]pyrimidin-6-yl)-1,2-dihydroquinolines

  • Svetlana M. Medvedeva
  • Yevgeniya A. Kosheleva
  • Mariya A. Berdnikova
  • Khidmet S. Shikhaliev
Article
  • 35 Downloads

An effective method for the synthesis of 8-(1-aryl-4-methoxy-1Н-pyrazolo[3,4-d]pyrimidin-6-yl)-2,2,4-trimethyl-1,2-dihydroquinolines was developed on the basis of a three-component reaction between substituted 4,4,6-trimethyl-4H-pyrrolo[3,2,1-ij]quinoline-1,2-diones and 5-amino-1-aryl-1H-pyrazole-4-carbonitriles in refluxing methanol in the presence of an excess of sodium methoxide. HPLC-MS analysis showed that the cascade process started by addition of methanol molecule to the nitrile group of aminopyrazolecarbonitrile.

Keywords

5-aminopyrazole-4-carbonitrile pyrazolo[3,4-d]pyrimidine 8-(1Н-pyrazolo[3,4-d]pyrimidin-6-yl)-1,2-dihydroquinoline pyrrolo[3,2,1-ij]quinoline-1,2-dione 2,2,4-trimethyl-1,2-dihydroquinoline hybrid molecules 

Notes

This work received financial support from the Ministry of Education and Science Russian Federation within the framework of State Contract with universities regarding scientific research during years 2017–2019 (project No. 4.3633.2017/4.6).

Supplementary material

10593_2018_2351_MOESM1_ESM.pdf (2.7 mb)
ESM 1 (PDF 2735 kb)

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Svetlana M. Medvedeva
    • 1
  • Yevgeniya A. Kosheleva
    • 1
  • Mariya A. Berdnikova
    • 1
  • Khidmet S. Shikhaliev
    • 1
  1. 1.Voronezh State UniversityVoronezhRussia

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