Synthesis of Polysubstituted Pyridopyrimidines, Pyrimidines, and Pyrazoles Based on 1,1-Bis(1H-benzotriazol-1-yl)-and 1,1-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-3,4,4-trichloro-2-nitrobuta-1,3-dienes

The reaction of 3,4,4-trichloro-1,1-bis(3,5-dimethyl-1 H -pyrazol-1-yl)-2-nitrobuta-1,3-diene with 2-aminopyridine gave a polysubstituted pyrido[1,2- a ]pyrimidine derivative with an aminopyridine residue in the 2-position, whereas heterocyclization of 3,4,4-trichloro-1,1-bis(1 H -benzotriazol-1-yl)...

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Veröffentlicht in:Russian journal of organic chemistry 2020, Vol.56 (1), p.20-28
Hauptverfasser: Kolesnyk, I. A., Petkevich, S. K., Tsaryk, A. D., Kurman, P. V., Potkin, V. I.
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Sprache:eng
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Zusammenfassung:The reaction of 3,4,4-trichloro-1,1-bis(3,5-dimethyl-1 H -pyrazol-1-yl)-2-nitrobuta-1,3-diene with 2-aminopyridine gave a polysubstituted pyrido[1,2- a ]pyrimidine derivative with an aminopyridine residue in the 2-position, whereas heterocyclization of 3,4,4-trichloro-1,1-bis(1 H -benzotriazol-1-yl)-2-nitrobuta-1,3-diene with substituted 2-aminopyridines afforded 2-(1 H -berrzotriazol-1-yl)pyrido[1,2- a ]pyrimidines. 2-(Morpholin-4-yl), 2-amino, and 2-(2-hydroxyethylamino) derivatives of polysubstituted pyrido[1,2- a ]pyrimidines were synthesized, and those containing a 2-hydroxyethylamino group were converted to the corresponding 4,5-dichloro-1,2-thiazole-1-carboxylates. Specific features of heterocyclizations of benzotriazolyl and dimethylpyrazolyl derivatives of trichloronitro-1,3-butadiene to pyrimidine and pyrazole systems were revealed.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428020010042