Chemistry Heterocyclic Building Blocks Pyridines 5-chloro-2-fluoropyridine
Ambeed provide 13 derivatives of 5-chloro-2-fluoropyridine.
These compounds have the same murcko framework: 5-chloro-2-fluoropyridineSubstitution Reactions: The chloro and fluoro substituents can undergo substitution reactions with nucleophiles or electrophiles. For example, nucleophilic substitution reactions with a strong nucleophile like sodium azide could replace either the chloro or fluoro group to form the corresponding azide derivative.
Cross-Coupling Reactions: 5-chloro-2-fluoropyridine can participate in cross-coupling reactions such as Suzuki coupling, Stille coupling, or Heck coupling. These reactions involve the coupling of two different functional groups (e.g., aryl halides) to form a new carbon-carbon bond.
Metalation Reactions: The pyridine ring can be metalated by strong bases such as butyl lithium or organometallic reagents, leading to the formation of pyridine derivatives with metal substituents.
Reduction Reactions: The compound can undergo reduction reactions to convert the chloro or fluoro group to different functional groups. For instance, lithium aluminum hydride (LiAlH4) can reduce the chloro group to a primary amine or the fluoro group to a fluorine atom.
Acylation or Alkylation Reactions: The pyridine ring can undergo acylation or alkylation reactions with acyl or alkyl halides under appropriate conditions, leading to the introduction of acyl or alkyl groups onto the pyridine ring.
Heterocyclization Reactions: 5-chloro-2-fluoropyridine can participate in heterocyclization reactions to form fused heterocyclic compounds. For example, reaction with suitable reagents can lead to the formation of benzothiophene derivatives.
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5-Chloro-2-fluoro-3-(trifluoromethyl)pyridine
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(5-Chloro-2-fluoropyridin-3-yl)boronic acid
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5-Chloro-3-ethenyl-2-fluoropyridine
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(5-Chloro-2-fluoropyridin-4-yl)boronic acid