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Efficient Synthesis of Methyl 6-(6-Aryl-1,2,4-triazin3-yl)pyridine-2-carboxylates

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Abstract

Methyl 6-(6-aryl-1,2,4-triazin-3-yl)pyridine-2-carboxylates were synthesized in up to 70% yield by one-step condensation of substituted ω-bromoacetophenones with methyl 6-(hydrazinecarbonyl)pyridine-2-carboxylate in DMF. The reaction of methyl 6-(hydrazinecarbonyl)pyridine-2-carboxylate with 2-bromo-1-[4-(methylsulfanyl)phenyl]ethan-1-one afforded exclusively the corresponding arylglyoxal bishydrazone, dimethyl 6,6′-(2,2′-{1-[4-(methylsulfanyl)phenyl]ethane-1,2-diylidene}bis(hydrazine-1-carbonyl))bis(pyridine-2-carboxylate).

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Funding

This study was performed under financial support by the Russian Science Foundation (project no. 18-73-10119).

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Authors and Affiliations

  1. Yeltsin Ural Federal University, 620002, Yekaterinburg, Russia

    Ya. K. Shtaitz, M. I. Savchuk, D. S. Kopchuk, O. S. Taniya, S. Santra, G. V. Zyryanov, A. I. Suvorova, V. L. Rusinov & O. N. Chupakhin

  2. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 620990, Yekaterinburg, Russia

    D. S. Kopchuk, O. S. Taniya, G. V. Zyryanov, V. L. Rusinov & O. N. Chupakhin

Authors
  1. Ya. K. Shtaitz
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  2. M. I. Savchuk
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  3. D. S. Kopchuk
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  4. O. S. Taniya
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  5. S. Santra
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  6. G. V. Zyryanov
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  7. A. I. Suvorova
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  8. V. L. Rusinov
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  9. O. N. Chupakhin
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Corresponding author

Correspondence to G. V. Zyryanov.

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Shtaitz, Y.K., Savchuk, M.I., Kopchuk, D.S. et al. Efficient Synthesis of Methyl 6-(6-Aryl-1,2,4-triazin3-yl)pyridine-2-carboxylates. Russ J Org Chem 56, 548–551 (2020). https://doi.org/10.1134/S1070428020030306

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  • DOI: https://doi.org/10.1134/S1070428020030306

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