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A facile protocol for the synthesis of 4-aryl-1,4,7,8-tetrahydro-3,5-dimethyldipyrazolo[3,4-b:4′,3′-e]pyridine derivatives by a Hantzsch-type reaction

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Abstract

A facile and efficient protocol is described for the synthesis of 4-aryl-1,4,7,8-tetrahydro-3,5-dimethyldipyrazolo[3,4-b:4′,3′-e]pyridine derivatives in good yields by the condensation of 3-methyl-1H-pyrazol-5(4H)-one, aromatic aldehydes, and ammonium acetate under catalyst-free conditions. The advantages of this protocol are operational simplicity, mild reaction conditions, high yields, and little environmental impact.

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Acknowledgments

This work was supported by the Chinese National Science and Technology Major Project ‘Key New Drug Creation and Manufacturing Program’ (Grants 2009ZX09301-001, 2009ZX09102-022), the National Natural Science Foundation of China (Grants 21002027, 90713046, 30772638 and 30925040), and CAS Foundation (Grant KSCX2-YW-R-179).

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Authors and Affiliations

  1. Shanghai Research Center for Modernization of Traditional Chinese Medicine, Shanghai Institute of Materia Medica, Shanghai, 201203, People’s Republic of China

    Kun Zhao, Min Lei & Lihong Hu

  2. School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, People’s Republic of China

    Lei Ma

Authors
  1. Kun Zhao
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  2. Min Lei
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  3. Lei Ma
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  4. Lihong Hu
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Corresponding authors

Correspondence to Min Lei or Lihong Hu.

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Zhao, K., Lei, M., Ma, L. et al. A facile protocol for the synthesis of 4-aryl-1,4,7,8-tetrahydro-3,5-dimethyldipyrazolo[3,4-b:4′,3′-e]pyridine derivatives by a Hantzsch-type reaction. Monatsh Chem 142, 1169–1173 (2011). https://doi.org/10.1007/s00706-011-0565-8

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  • DOI: https://doi.org/10.1007/s00706-011-0565-8

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