Chemistry Heterocyclic Building Blocks Pyridines 2-bromo-5-chloropyridine
Ambeed provide 22 derivatives of 2-bromo-5-chloropyridine.
These compounds have the same murcko framework: 2-bromo-5-chloropyridineSubstitution Reactions: The bromine and chlorine atoms on the pyridine ring can undergo substitution reactions with various nucleophiles or electrophiles. For example, nucleophilic substitution reactions can replace the bromine or chlorine atom with other nucleophiles like hydroxide ion, amines, or thiolates.
Metalation Reactions: The pyridine ring can undergo metalation reactions, where a metal (such as lithium, magnesium, or zinc) replaces one of the halogen atoms. This metalated intermediate can further react with various electrophiles to form new carbon-carbon or carbon-heteroatom bonds.
Cross-Coupling Reactions: 2-bromo-5-chloropyridine can participate in cross-coupling reactions, such as Suzuki-Miyaura, Stille, or Heck reactions, where the halogen atoms serve as coupling partners with suitable organometallic reagents to form biaryl or heteroaryl compounds.
Reduction Reactions: The bromine and chlorine atoms can be selectively reduced to corresponding hydrogen atoms using reducing agents like lithium aluminum hydride (LiAlH4) or hydrogen gas in the presence of a catalyst.
Functional Group Transformations: The bromo and chloro groups can be transformed into other functional groups through various synthetic methods, including oxidation, reduction, or substitution reactions.
Nucleophilic Aromatic Substitution (SNAr): The electron-deficient pyridine ring can undergo nucleophilic aromatic substitution reactions, where a nucleophile attacks the electrophilic pyridine ring and substitutes one of the halogen atoms.
Catalytic Hydrogenation: The double bond in the pyridine ring can undergo catalytic hydrogenation to saturate the ring and convert it to a piperidine ring system.
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(2-Bromo-5-chloropyridin-3-yl)methanol
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2-Bromo-5-chloro-6-methylpyridin-3-amine
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(2-Bromo-5-chloropyridin-4-yl)boronic acid
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2-Bromo-5-chloro-3-(trifluoromethyl)pyridine
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2-Bromo-5-chloro-3-(chloromethyl)pyridine