Chemistry Heterocyclic Building Blocks Pyridines 5-chloro-2-methylpyridine
Ambeed provide 10 derivatives of 5-chloro-2-methylpyridine.
These compounds have the same murcko framework: 5-chloro-2-methylpyridineNucleophilic Substitution: The chlorine atom can be substituted by a nucleophile, such as a hydroxide ion, in the presence of a base. This can lead to the formation of 5-hydroxy-2-methylpyridine.
Electrophilic Aromatic Substitution: The pyridine ring can undergo electrophilic aromatic substitution reactions where the chlorine atom serves as an activating group. For example, reaction with a strong electrophile such as a nitronium ion can lead to the formation of a nitro derivative.
Metalation: The methyl group can undergo metalation in the presence of strong bases like butyllithium (BuLi) or sodium amide (NaNH2) to form a reactive intermediate, which can subsequently undergo various reactions like nucleophilic addition or substitution.
Alkylation: The pyridine ring can undergo alkylation reactions with alkyl halides or alkylating agents in the presence of a base, leading to the introduction of alkyl groups onto the ring.
Acylation: The pyridine ring can undergo acylation reactions with acyl halides or acid anhydrides in the presence of a Lewis acid catalyst, leading to the introduction of acyl groups onto the ring.
Reductive Dehalogenation: The chlorine atom can be removed under reductive conditions, leading to the formation of 2-methylpyridine.
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5-Chloro-2-methyl-3-pyridinecarboxylic acid
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3-Chloro-2-(chloromethyl)-6-methylpyridine