A. P. Krinochkin, M. R. Guda, A. Rammohan, D. S. Kopchuk, I. L. Nikonov, E. D. Ladin, S. Santra, I. N. Egorov, G. V. Zyryanov, O. N. Chupakhin, “Synthesis of 2-amino-3,6-di(het)arylpyridines from 5-cyano-3,6-di(het)aryl-1,2,4-triazines and arylhydrazines via the $\mathrm{S_N^{ipso}}$/aza-Diels–Alder reaction sequence”, Mendeleev Commun., 32:6 (2022), 726

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Mendeleev Communications, 2022, Volume 32, Issue 6, Pages 726–728
DOI: https://doi.org/10.1016/j.mencom.2022.11.006 (Mi mendc779)

This article is cited in 3 scientific papers (total in 3 papers)

Communications

Synthesis of 2-amino-3,6-di(het)arylpyridines from 5-cyano-3,6-di(het)aryl-1,2,4-triazines and arylhydrazines via the $\mathrm{S_N^{ipso}}$/aza-Diels–Alder reaction sequence

A. P. Krinochkin^ab, M. R. Guda^b, A. Rammohan^b, D. S. Kopchuk^ab, I. L. Nikonov^ab, E. D. Ladin^b, S. Santra^b, I. N. Egorov^b, G. V. Zyryanov^ab, O. N. Chupakhin^b

^a I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ekaterinburg, Russian Federation
^b Institute of Chemical Engineering, Ural Federal University, Ekaterinburg, Russian Federation

Full-text PDF (181 kB) Citations (3) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2022.11.006

$Graphic abstract: Synthesis of 2-amino-3,6-di(het)arylpyridines from 5-cyano-3,6-di(het)aryl-1,2,4-triazines and arylhydrazines via the $\mathrm{S_N^{ipso}}$/aza-Diels–Alder reaction sequence$

Abstract: Reaction between 5-cyano-3,6-di(het)aryl-1,2,4-triazines and arylhydrazines with the following aza-Diels–Alder autoclave reaction affords hardly available 2-amino-3,6-di(het)aryl-pyridines in up to 67% yield after two steps and in 75% yield for the one-pot way. The compounds obtained can be promising for medicinal chemistry.

Keywords: 2-aminopyridines, 6-amino-2,2'-bipyridines, 1,2,4-triazines, arylhydrazines, ipso-substitution, aza-Diels-Alder reaction, autoclave processes.

Bibliographic databases:

Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(2.3 Mb)

Citation: A. P. Krinochkin, M. R. Guda, A. Rammohan, D. S. Kopchuk, I. L. Nikonov, E. D. Ladin, S. Santra, I. N. Egorov, G. V. Zyryanov, O. N. Chupakhin, “Synthesis of 2-amino-3,6-di(het)arylpyridines from 5-cyano-3,6-di(het)aryl-1,2,4-triazines and arylhydrazines via the $\mathrm{S_N^{ipso}}$/aza-Diels–Alder reaction sequence”, Mendeleev Commun., 32:6 (2022), 726–728

Citation in format AMSBIB

\Bibitem{KriGudRam22}

\by A.~P.~Krinochkin, M.~R.~Guda, A.~Rammohan, D.~S.~Kopchuk, I.~L.~Nikonov, E.~D.~Ladin, S.~Santra, I.~N.~Egorov, G.~V.~Zyryanov, O.~N.~Chupakhin

\paper Synthesis of 2-amino-3,6-di(het)arylpyridines from 5-cyano-3,6-di(het)aryl-1,2,4-triazines and arylhydrazines \textit{via} the 

$\mathrm{S_N^{ipso}}$/\textit{aza}-Diels--Alder reaction sequence

\jour Mendeleev Commun.

\yr 2022

\vol 32

\issue 6

\pages 726--728

\mathnet{http://mi.mathnet.ru/mendc779}

\crossref{https://doi.org/10.1016/j.mencom.2022.11.006}

\scopus{https://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-85143174152}

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