
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
pyrazole; -haloketones; 1H-imidazo[1;2-b]pyrazoles; synthesis; alkylation; pharmaceutical agents; NMR spectroscopy; isomerism, піразол; -галогенокетони; 1H-імідазо[1;2-b]піразоли; синтез; алкілування; фармацевтичний агент; 1H ЯМР-спектроскопія; ізомерія, UDC 54.057:547.77:547-302:547-316
pyrazole; -haloketones; 1H-imidazo[1;2-b]pyrazoles; synthesis; alkylation; pharmaceutical agents; NMR spectroscopy; isomerism, піразол; -галогенокетони; 1H-імідазо[1;2-b]піразоли; синтез; алкілування; фармацевтичний агент; 1H ЯМР-спектроскопія; ізомерія, UDC 54.057:547.77:547-302:547-316
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