6-(Pyrazol-1-yl)pyrazolo[3,4-b]pyridines: Synthesis, Structure, and Wheat Growth Regulating Activity

4-Methyl-6-pyrazolyl-2-chloronicotinonitriles were synthesized by the reaction of 6-hydrazino-4-methyl-2-chloronicotinonitriles with 1,3-diketones. Upon treatment with hydrazine and methylhydrazine, 4-methyl-6-pyrazolyl-2-chloronicotinonitriles were converted into the corresponding 3-amino-4-methyl-...

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Главные авторы:	Dotsenko, V. V., Доценко, В. В., Aksenov, N. A., Аксенов, Н. А.
Формат:	Статья
Язык:	English
Опубликовано:	Pleiades Publishing 2024
Темы:	3-aminopyrazolo[3,4-b]pyridines Wheat growth regulators Knorr synthesis Dealkylation Carbamoylation Alkylhydrazines 6-hydrazino-2-chloronicotinonitrile Acylation
Online-ссылка:	https://dspace.ncfu.ru/handle/123456789/29346
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id	ir-123456789-29346
record_format	dspace
spelling	ir-123456789-293462024-12-10T08:37:48Z 6-(Pyrazol-1-yl)pyrazolo[3,4-b]pyridines: Synthesis, Structure, and Wheat Growth Regulating Activity Dotsenko, V. V. Доценко, В. В. Aksenov, N. A. Аксенов, Н. А. 3-aminopyrazolo[3,4-b]pyridines Wheat growth regulators Knorr synthesis Dealkylation Carbamoylation Alkylhydrazines 6-hydrazino-2-chloronicotinonitrile Acylation 4-Methyl-6-pyrazolyl-2-chloronicotinonitriles were synthesized by the reaction of 6-hydrazino-4-methyl-2-chloronicotinonitriles with 1,3-diketones. Upon treatment with hydrazine and methylhydrazine, 4-methyl-6-pyrazolyl-2-chloronicotinonitriles were converted into the corresponding 3-amino-4-methyl-6-pyrazolyl-1H-pyrazolo[3,4-b]pyridines. A similar reaction involving 1,1-dimethylhydrazine and ethylhydrazine was accompanied by elimination of the alkyl substituent and also led to the formation of 3-amino-6-pyrazolyl-1H-pyrazolo[3,4-b]pyridines. Acylation and carbamoylation of the prepared compounds proceeded regioselectively at the amino group. One of the new compounds, N-[6-(3,5-dimethylpyrazol-1-yl)-1,4-dimethyl-1H-pyrazolo[3,4-b]pyridin-3-yl]cyclopropanoylamide, showed a growth-stimulating effect in the field experiments on winter wheat crops. 2024-12-10T08:36:43Z 2024-12-10T08:36:43Z 2024 Статья Dmitrieva, I.G., Vasilin, V.K., Dotsenko, V.V., Aksenov, N.A. 6-(Pyrazol-1-yl)pyrazolo[3,4-b]pyridines: Synthesis, Structure, and Wheat Growth Regulating Activity // Russian Journal of General Chemistry. - 2024. - 94 (10). - pp. 2603-2615. - DOI: 10.1134/S1070363224100050 https://dspace.ncfu.ru/handle/123456789/29346 en Russian Journal of General Chemistry application/pdf application/pdf Pleiades Publishing
institution	СКФУ
collection	Репозиторий
language	English
topic	3-aminopyrazolo[3,4-b]pyridines Wheat growth regulators Knorr synthesis Dealkylation Carbamoylation Alkylhydrazines 6-hydrazino-2-chloronicotinonitrile Acylation
spellingShingle	3-aminopyrazolo[3,4-b]pyridines Wheat growth regulators Knorr synthesis Dealkylation Carbamoylation Alkylhydrazines 6-hydrazino-2-chloronicotinonitrile Acylation Dotsenko, V. V. Доценко, В. В. Aksenov, N. A. Аксенов, Н. А. 6-(Pyrazol-1-yl)pyrazolo[3,4-b]pyridines: Synthesis, Structure, and Wheat Growth Regulating Activity
description	4-Methyl-6-pyrazolyl-2-chloronicotinonitriles were synthesized by the reaction of 6-hydrazino-4-methyl-2-chloronicotinonitriles with 1,3-diketones. Upon treatment with hydrazine and methylhydrazine, 4-methyl-6-pyrazolyl-2-chloronicotinonitriles were converted into the corresponding 3-amino-4-methyl-6-pyrazolyl-1H-pyrazolo[3,4-b]pyridines. A similar reaction involving 1,1-dimethylhydrazine and ethylhydrazine was accompanied by elimination of the alkyl substituent and also led to the formation of 3-amino-6-pyrazolyl-1H-pyrazolo[3,4-b]pyridines. Acylation and carbamoylation of the prepared compounds proceeded regioselectively at the amino group. One of the new compounds, N-[6-(3,5-dimethylpyrazol-1-yl)-1,4-dimethyl-1H-pyrazolo[3,4-b]pyridin-3-yl]cyclopropanoylamide, showed a growth-stimulating effect in the field experiments on winter wheat crops.
format	Статья
author	Dotsenko, V. V. Доценко, В. В. Aksenov, N. A. Аксенов, Н. А.
author_facet	Dotsenko, V. V. Доценко, В. В. Aksenov, N. A. Аксенов, Н. А.
author_sort	Dotsenko, V. V.
title	6-(Pyrazol-1-yl)pyrazolo[3,4-b]pyridines: Synthesis, Structure, and Wheat Growth Regulating Activity
title_short	6-(Pyrazol-1-yl)pyrazolo[3,4-b]pyridines: Synthesis, Structure, and Wheat Growth Regulating Activity
title_full	6-(Pyrazol-1-yl)pyrazolo[3,4-b]pyridines: Synthesis, Structure, and Wheat Growth Regulating Activity
title_fullStr	6-(Pyrazol-1-yl)pyrazolo[3,4-b]pyridines: Synthesis, Structure, and Wheat Growth Regulating Activity
title_full_unstemmed	6-(Pyrazol-1-yl)pyrazolo[3,4-b]pyridines: Synthesis, Structure, and Wheat Growth Regulating Activity
title_sort	6-(pyrazol-1-yl)pyrazolo[3,4-b]pyridines: synthesis, structure, and wheat growth regulating activity
publisher	Pleiades Publishing
publishDate	2024
url	https://dspace.ncfu.ru/handle/123456789/29346
work_keys_str_mv	AT dotsenkovv 6pyrazol1ylpyrazolo34bpyridinessynthesisstructureandwheatgrowthregulatingactivity AT docenkovv 6pyrazol1ylpyrazolo34bpyridinessynthesisstructureandwheatgrowthregulatingactivity AT aksenovna 6pyrazol1ylpyrazolo34bpyridinessynthesisstructureandwheatgrowthregulatingactivity AT aksenovna 6pyrazol1ylpyrazolo34bpyridinessynthesisstructureandwheatgrowthregulatingactivity
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6-(Pyrazol-1-yl)pyrazolo[3,4-b]pyridines: Synthesis, Structure, and Wheat Growth Regulating Activity

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