Chemistry Heterocyclic Building Blocks Pyrazoles 1-benzyl-1H-pyrazolo[3,4-b]pyridine
Ambeed provide 9 derivatives of 1-benzyl-1H-pyrazolo[3,4-b]pyridine.
These compounds have the same murcko framework: 1-benzyl-1H-pyrazolo[3,4-b]pyridine.
Acylation or Alkylation: 1-Benzyl-1H-pyrazolo[3,4-b]pyridine can undergo acylation or alkylation reactions, where acyl or alkyl groups are introduced onto the nitrogen atom or the benzyl group. These reactions are often carried out using acyl chlorides or alkyl halides in the presence of a suitable base.
Reductive Reactions: The benzyl group in the molecule can undergo reduction reactions to form the corresponding benzyl alcohol or even further reduction to form the corresponding alkane. This can be achieved using reducing agents like lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4).
Halogenation: 1-Benzyl-1H-pyrazolo[3,4-b]pyridine can undergo halogenation reactions, where halogen atoms (e.g., chlorine, bromine) are introduced onto the aromatic ring or other suitable positions. This can be done using appropriate halogenating agents.
Oxidation: Oxidation reactions can convert the benzyl group into a benzaldehyde or further into a benzoic acid derivative. Common oxidizing agents like potassium permanganate (KMnO4) or chromic acid (CrO3) can be used for such transformations.
Ring-Opening Reactions: Depending on the reaction conditions, ring-opening reactions may occur, leading to the formation of open-chain compounds. This could happen under certain high-temperature or acidic conditions.
Substitution Reactions: The nitrogen atom in the pyrazolo[3,4-b]pyridine ring is a potential site for nucleophilic substitution reactions. This can lead to the replacement of the benzyl group with other nucleophiles.
Cyclization Reactions: Depending on the reactants and conditions, 1-Benzyl-1H-pyrazolo[3,4-b]pyridine can participate in various cyclization reactions, forming different heterocyclic compounds.
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1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide hydrochloride
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Ethyl 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
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5-Fluoro-1-(2-fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridine
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1-(4-Methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-ol
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4-Chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine
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1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile
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5-Fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile
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Ethyl 4-hydroxy-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
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3-Bromo-4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine