Chemistry Heterocyclic Building Blocks Pyridines 2-methylpyridine 1-oxide
Ambeed provide 9 derivatives of 2-methylpyridine 1-oxide.
These compounds have the same murcko framework: 2-methylpyridine 1-oxideElectrophilic Substitution: Being an aromatic compound, 2-methylpyridine 1-oxide can undergo electrophilic aromatic substitution reactions. For instance, it can react with electrophiles like nitronium ion, acyl chlorides, or alkyl halides under appropriate conditions to form substituted products.
Nucleophilic Substitution: Depending on the reaction conditions, the nitrogen atom of the pyridine ring can undergo nucleophilic substitution reactions. For example, it can react with alkyl halides in the presence of a strong base to form N-alkylated products.
Oxidation: The nitrogen atom in 2-methylpyridine 1-oxide can be oxidized further under certain conditions. Oxidizing agents like potassium permanganate (KMnO4) or chromic acid (H2CrO4) can oxidize the nitrogen atom to form corresponding N-oxide derivatives or other oxidation products.
Reduction: Conversely, the N-oxide group can be reduced back to the amine form using reducing agents like lithium aluminum hydride (LiAlH4) or hydrogen in the presence of a catalyst. This reduction typically leads to the formation of the corresponding amine.
Metalation: The pyridine ring can be metalated at the α-position with strong bases like butyllithium or organometallic reagents. This metalation reaction can further lead to various functionalizations or coupling reactions.
Diazo Coupling: Under appropriate conditions, 2-methylpyridine 1-oxide can undergo diazo coupling reactions to form azo compounds. This reaction involves the reaction of the N-oxide group with diazonium salts to form azo compounds.
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4-Chloro-3-methoxy-2-methylpyridine 1-oxide