Synthesis of functionalized triazolo[1,5-a]pyrimidine derivatives

被引：8

作者：

Chechina, Natal'ya V. ^{[1
]}

Kolos, Nadezhda N. ^{[1
]}

Omelchenko, Irina V. ^{[2
]}

Musatov, Vladimir I. ^{[2
]}

机构：

[1] Kharkov Natl Univ, 4 Svobody Sq, UA-61022 Kharkov, Ukraine

[2] Natl Acad Sci Ukraine, STC Inst Single Crystals, 60 Nauky Ave, UA-61072 Kharkov, Ukraine

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2018年 / 54卷 / 01期

关键词：

acetoacetic ester; acetylacetone; arylglyoxal hydrates; 4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidines; 1H-1,2,4-triazol-5-amine; Biginelli-like reaction; three-component condensation;

D O I：

10.1007/s10593-018-2230-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New triazolo[1,5-a]pyrimidines containing aroyl and acetyl or ester groups in the pyrimidine ring were synthesized in a process related to the Biginelli-like reaction, using hydrates of arylglyoxals, beta-dicarbonyl compounds, and 1H-1,2,4-triazol-5-amine. Reaction was carried out in either sequential or one-pot procedure.

引用

页码：58 / 62

页数：5

共 29 条

[1] Antihypertensive activity of newer 1,4-dihydro-5-pyrimidine carboxamides: Synthesis and pharmacological evaluation [J].

Alam, Ozair ;

Khan, Suroor A. ;

Siddiqui, Nadeem ;

Ahsan, Waquar ;

Verma, Suraj P. ;

Gilani, Sadaf J. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (11) :5113-5119

[2] Novel one-pot synthesis of new derivatives of dihydropyrimidinones, unusual multisubstituted imidazoline-2-ones: X-ray crystallography structure [J].

Balalaie, S. ;

Soleiman-Beigi, M. ;

Rominger, F. .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2005, 2 (04) :319-329

[3]

Burgi H B., 1994, Structure Correlation, P741, DOI [DOI 10.1002/9783527616091, 10.1002/9783527616091]

[4] Multicomponent heterocyclization reactions with controlled selectivity (Review) [J].

Chebanov, V. A. ;

Desenko, S. M. .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2012, 48 (04) :566-583

[5] One-pot synthesis of new derivatives of 3,4-dihydropyrimidinone, and substituted imidazolin-2-ones [J].

Chechina, N. V. ;

Zubar, V. V. ;

Omelchenko, I. V. ;

Kolos, N. N. .

ARKIVOC, 2015, :293-304

[6] Synthesis, structure and some reactions of 4a′,5′,6′,7′,8′,8a′-hexahydro-4′H-spiro[cyclohexane-1,9′-[1,2,4]triazolo[5,1-b]-quinazolines] [J].

Chernyshev, Victor M. ;

Khoroshkin, Dmitry A. ;

Sokolov, Andrey N. ;

Gladkov, Eugene S. ;

Shishkina, Svetlana V. ;

Shishkin, Oleg V. ;

Desenko, Sergey M. ;

Taranushich, Vitaly A. .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 45 (05) :1419-1427

[7] Synthesis and in vitro microbiological evaluation of novel 4-aryl-5-isopropoxycarbonyl-6-methyl-3,4-dihydropyrimidinones [J].

Chitra, S. ;

Devanathan, D. ;

Pandiarajan, K. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (01) :367-371

[8] Cyclocondensation of 3-amino-1,2,4-triazole with substituted methyl cinnamates [J].

Desenko, SM ;

Lipson, VV ;

Shishkin, OV ;

Komykhov, SA ;

Orlov, VD ;

Lakin, EE ;

Kuznetsov, VP ;

Meier, H .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (01) :205-208

[9] OLEX2: a complete structure solution, refinement and analysis program [J].

Dolomanov, Oleg V. ;

Bourhis, Luc J. ;

Gildea, Richard J. ;

Howard, Judith A. K. ;

Puschmann, Horst .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2009, 42 :339-341

[10]

Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO

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