Home Chemistry Heterocyclic Building Blocks Naphthyridines 1,6-Naphthyridine
Aromatic Substitution: 1,6-Naphthyridine can undergo electrophilic aromatic substitution reactions, where a substituent is added to the aromatic ring. Common examples include nitration, halogenation (e.g., chlorination or bromination), and sulfonation.
Reduction: Reduction of the pyridine ring in 1,6-naphthyridine can be achieved using reducing agents like lithium aluminum hydride (LiAlH4) or catalytic hydrogenation. This can lead to the formation of tetrahydronaphthyridines or other reduced derivatives.
Nucleophilic Substitution: The nitrogen atom in the pyridine ring can undergo nucleophilic substitution reactions, especially with strong nucleophiles such as alkyl or acyl halides to form N-substituted or N-acylated derivatives.
Oxidation: Oxidation reactions can be used to convert 1,6-naphthyridine into its oxidized derivatives. For example, oxidation with strong oxidizing agents like chromates or permanganates can lead to the formation of pyridine-2,6-dicarboxylic acid.
Metalation: The nitrogen atom in the pyridine ring can coordinate with various metal ions, leading to the formation of metal complexes. This can be useful in coordination chemistry and catalysis.
Alkylation and Acylation: 1,6-Naphthyridine can undergo alkylation and acylation reactions at various positions, leading to the introduction of alkyl or acyl groups onto the ring.
Ring Opening: Under specific conditions, ring-opening reactions may occur to break the aromaticity of the ring. This can involve the use of strong acids or bases.
Cyclization: 1,6-Naphthyridine can be used as a starting material for the synthesis of various heterocyclic compounds through cyclization reactions.
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8-Hydroxy-1,6-naphthyridine-7-carboxylic acid
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Ethyl 8-amino-1,6-naphthyridine-3-carboxylate
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Ethyl 8-bromo-1,6-naphthyridine-3-carboxylate
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8-Bromo-1,6-naphthyridine-3-carboxylic acid
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Ethyl 4-chloro-1,6-naphthyridine-3-carboxylate
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