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

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-...

সম্পূর্ণ বিবরণ

সংরক্ষণ করুন:
গ্রন্থ-পঞ্জীর বিবরন
প্রধান লেখক: Dotsenko, V. V., Доценко, В. В., Aksenov, N. A., Аксенов, Н. А.
বিন্যাস: Статья
ভাষা:English
প্রকাশিত: Pleiades Publishing 2024
বিষয়গুলি:
3-aminopyrazolo[3,4-b]pyridines
Wheat growth regulators
Knorr synthesis
Dealkylation
Carbamoylation
Alkylhydrazines
6-hydrazino-2-chloronicotinonitrile
Acylation
অনলাইন ব্যবহার করুন:https://dspace.ncfu.ru/handle/123456789/29346
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বিবরন
সংক্ষিপ্ত: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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