Home Chemistry Heterocyclic Building Blocks Pyridines 2-(Benzyloxy)Pyridine
Nucleophilic Substitution (SN2 or SNAr): The benzyl ether group can be substituted by a nucleophile. This can occur via SN2 (if the nucleophile is strong and the conditions are not too hindered) or SNAr (nucleophilic aromatic substitution) reactions.
Hydrogenation: The double bond in the pyridine ring can be reduced to a single bond by hydrogenation, typically using a catalyst like palladium on carbon (Pd/C) or hydrogen gas (H2).
Acylation or Alkylation of the Pyridine Ring: The pyridine ring can undergo acylation or alkylation reactions at the nitrogen or carbon positions, depending on the reagents and conditions used.
Grignard Reaction: 2-(Benzyloxy)pyridine can react with Grignard reagents to form new compounds through nucleophilic addition.
Aromatic Ring Substitution: The benzene ring in the benzyl group can undergo electrophilic aromatic substitution reactions, such as nitration, halogenation, or Friedel-Crafts acylation/alkylation.
Debenzylation: The benzyl ether group can be removed (debenzylation) to yield the corresponding 2-hydroxypyridine. This can be achieved using acid-catalyzed hydrolysis or hydrogenation under specific conditions.
Halogenation of Pyridine Ring: The pyridine ring can be halogenated using halogenating agents like bromine or chlorine.
Nitration of Pyridine Ring: The pyridine ring can be nitrated using nitric acid and a suitable acid catalyst.
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Methyl 2-(2-(((6-(trifluoromethyl)pyridin-2-yl)oxy)methyl)phenyl)acetate
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2-(Benzyloxy)-6-chloropyridin-4-amine
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6-(Benzyloxy)-4-methylpyridin-3-amine
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(2-(Benzyloxy)-5-(trifluoromethyl)pyridin-3-yl)boronic acid
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