Home Chemistry Heterocyclic Building Blocks Pyridines 2-Bromo-6-Methylpyridine
Nucleophilic Substitution: The bromine atom in 2-bromo-6-methylpyridine can undergo nucleophilic substitution reactions with various nucleophiles such as amines, thiols, and cyanide ions, leading to the formation of substituted pyridine derivatives.
Metal-Halogen Exchange: In the presence of strong bases like butyllithium or Grignard reagents, the bromine atom can undergo metal-halogen exchange, resulting in the formation of lithiated or magnesiated pyridine derivatives, which can subsequently react with electrophiles.
Cross-Coupling Reactions: 2-bromo-6-methylpyridine can participate in palladium-catalyzed cross-coupling reactions, such as Suzuki, Stille, or Heck reactions, with various organometallic reagents or aryl halides to form biaryl compounds.
Reductive Coupling: Under certain conditions, 2-bromo-6-methylpyridine can undergo reductive coupling reactions, especially in the presence of strong reducing agents like lithium aluminum hydride or samarium diiodide, to form dimers or oligomers of the pyridine ring.
Metalation and Functionalization: The methyl group in 2-bromo-6-methylpyridine can be activated under specific conditions, allowing for metalation reactions. Subsequent functionalization of the metalated intermediate with various electrophiles can lead to diverse substituted pyridine derivatives.
Oxidation Reactions: The methyl group or the pyridine ring itself can undergo oxidation reactions under appropriate conditions, leading to the formation of oxidized products such as aldehydes, ketones, or carboxylic acids.
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6-Bromo-3-(chloromethyl)-2-methylpyridine
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2-Bromo-6-methyl-4-(trifluoromethyl)pyridine
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(6-Bromo-2-methylpyridin-3-yl)boronic acid
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