A new practical synthesis of 3-amino-substituted 5-aminopyrazoles and their tautomerism
Felicia Phei Lin Lim,Khai Ching Tan,Giuseppe Luna,Edward R. T. Tiekink,Anton V. Dolzhenko,Anton V. Dolzhenko +5 more
TLDR
In this article, it was found that 3-amino-substituted 5-aminopyrazoles can be effectively prepared via hydrolytic decarboxylation of the corresponding 3-5-diaminopyrazole-4-carboxylates under microwave irradiation.About:
This article is published in Tetrahedron.The article was published on 2019-04-12 and is currently open access. It has received 8 citations till now. The article focuses on the topics: Tautomer & Decarboxylation.read more
Citations
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Journal ArticleDOI
Revisiting the Structure and Chemistry of 3(5)-Substituted Pyrazoles.
TL;DR: A revision of data is provided on the present subject, based on investigations using theoretical and experimental methods, together with the applications of the compounds in synthesis, to contribute to a deeper understanding of structure/reactivity relationships in this class of heterocycles.
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Annular Tautomerism of 3(5)-Disubstituted-1H-pyrazoles with Ester and Amide Groups.
TL;DR: These factors, pyrazole aromaticity and intra- and inter-molecular interactions, seem to have a considerable influence on the choice of tautomer.
Journal ArticleDOI
A synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation
Felicia Phei Lin Lim,Giuseppe Luna,Khai Ching Tan,Edward R. T. Tiekink,Anton V. Dolzhenko,Anton V. Dolzhenko +5 more
TL;DR: In this paper, 3-Amino-substituted 5-aminopyrazoles were found to be suitable substrates for the synthesis of new 4-AMR[1,5-a][1,3,5]triazines (5-aza-9deaza-adenines) when used in the one-pot, three-component reaction with cyanamide and triethyl orthoformate under microwave irradiation.
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Pyrazole-Based Thrombin Inhibitors with a Serine-Trapping Mechanism of Action: Synthesis and Biological Activity
Calvin Dunker,Lukas Imberg,A. I. Siutkina,Catharina Erbacher,Constantin G. Daniliuc,Uwe Karst,Dmitrii V. Kalinin +6 more
TL;DR: In this article , the synthesis and biological activity of a series of 1H-pyrazol-5-amine-based thrombin inhibitors with a serine-trapping mechanism of action was reported.
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Structure and IR Spectra of 3(5)-Aminopyrazoles and UV-Induced Tautomerization in Argon Matrix
TL;DR: In this article, a matrix isolation IR spectra (in both argon and xenon matrices) was interpreted, and the observed bands were assigned to the tautomeric forms with help of vibrational calculations carried out at both harmonic and anharmonic levels.
References
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1,3,5-Triazine-based analogues of purine: from isosteres to privileged scaffolds in medicinal chemistry
TL;DR: Application of the isosterism concept for the development of new compounds with therapeutic potential in areas involving purinergic regulation or purine metabolism led to significant advances in medicinal chemistry of the azolo[1,3,5]triazines.
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5-Amino-pyrazoles: potent reagents in organic and medicinal synthesis
TL;DR: 5-Amino-pyrazoles represent a class of promising functional reagents, similar to the biologically active compounds, highlighted with diverse applications especially in the field of pharmaceutics and medicinal chemistry.
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A novel multicomponent microwave-assisted synthesis of 5-aza-adenines
TL;DR: A multicomponent strategy for the efficient synthesis of 5-aza-adenines was developed in this paper, where 5-Aza-deenines were prepared in a one-pot fashion from 5-amino-1,2,4-triazoles, cyanamide and triethyl orthoformate under microwave irradiation.
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A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation
TL;DR: In this article, a one-pot, three-component, microwave assisted reaction of 5-aminopyrazole-4-carbonitriles, triethyl orthoformate and cyanamide afforded novel 7-arylamino-substituted 4-amina-addicted 8-carbonite.
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A one-pot, three-component, microwave-promoted synthesis of 2-amino-substituted 7-amino-1,2,4-triazolo[1,5-a][1,3,5]triazines
TL;DR: In this paper, a new, efficient, catalyst-free, one-pot, three-component method for the synthesis of 2-amino-substituted 7amino, 1,2,4-triazolo, cyanamide, and triethyl orthoformate is developed.