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-...
Wedi'i Gadw mewn:
| Prif Awduron: | , , , |
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| Fformat: | Статья |
| Iaith: | English |
| Cyhoeddwyd: |
Pleiades Publishing
2024
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| Pynciau: | |
| Mynediad Ar-lein: | https://dspace.ncfu.ru/handle/123456789/29346 |
| Tagiau: |
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| Crynodeb: | 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. |
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