Products of interaction of substituted 5-aminopyrazoles with α -haloketones as potential pharmaceutical agents
| العنوان: | Products of interaction of substituted 5-aminopyrazoles with α -haloketones as potential pharmaceutical agents |
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| المؤلفون: | Oleksandr Borisov, Pavlo Tkachenko, Iryna Zhuravel, Krystyna Netosova, Olena Tkachenko |
| المصدر: | ScienceRise: Pharmaceutical Science. :25-28 |
| بيانات النشر: | Private Company Technology Center, 2017. |
| سنة النشر: | 2017 |
| مصطلحات موضوعية: | chemistry.chemical_classification, chemistry.chemical_compound, Chloroacetone, chemistry, Reagent, Phenacyl bromide, Organic synthesis, Nuclear magnetic resonance spectroscopy, General Pharmacology, Toxicology and Pharmaceutics, Pyrazole, Alkylation, Organic compound, Combinatorial chemistry |
| الوصف: | Aim. Optimization of reaction of substituted 5-aminopyrazoles with a-haloketones to form annealed 2,6,7-trisubstituted 1H-imidazo[1,2-b]pyrazoles. Materials and methods of research. The methods of organic synthesis, instrumental methods of organic compound analysis were used. Results. A scheme for the synthesis of 2,6,7-trisubstituted 1H-imidazo[1,2-b]pyrazoles by the interaction of 5-amino-4-arylsulfonyl-3-methylthiopyrazoles 1a-b with chloroacetone, phenacyl bromide and 2-chlorocyclohexanone was developed. In contrast to the previously described interaction of substituted 5-aminopyrazoles with chloro (N-aryl) acetamides proceeding exclusively with the release of N 1 -alkylation products, in this reaction a mixture of N 1 - and N 2 -isomeric alkylation products is formed. The ratio of isomers depends on the nature of the reagents and, according to the 1H NMR-spectroscopy, is about 60:40 %.The developed technique allows with one of the synthetic procedure to carry out N 1 -alkylation of 5-aminopyrazoles 1a-b and the cyclization of products 2 in imidazo[1,2-b]pyrazoles 4a-c without isolating the N 2 -alkylation product. The purity of the obtained compounds is proved chromatographically, the structure is confirmed by the data of 1H NMR-spectroscopy. Conclusions. Optimized reaction of substituted 5-aminopyrazoles with a-haloketones to form annealed 2,6,7-trisubstituted 1H-imidazo[1,2-b]pyrazoles for targeted synthesis of the novel agents for the pharmaceutical practice |
| تدمد: | 2519-4852 2519-4844 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::e75f3e86783ccc81a9e91bf1423fd53f https://doi.org/10.15587/2519-4852.2017.113493 |
| حقوق: | OPEN |
| رقم الأكسشن: | edsair.doi...........e75f3e86783ccc81a9e91bf1423fd53f |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 25194852 25194844 |
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