Chemistry Heterocyclic Building Blocks Pyridines 5-fluoropicolinonitrile
Ambeed provide 5 derivatives of 5-fluoropicolinonitrile.
These compounds have the same murcko framework: 5-fluoropicolinonitrileNucleophilic Substitution: The fluorine atom is susceptible to nucleophilic substitution reactions, where a nucleophile displaces the fluorine atom. For instance, reactions with strong nucleophiles such as Grignard reagents or organolithium compounds can lead to substitution at the fluorine position.
Addition Reactions: The nitrile group can undergo addition reactions with nucleophiles or electrophiles. For instance, it can react with Grignard reagents to form substituted amines after hydrolysis. Alternatively, it can undergo hydrolysis to yield carboxylic acids.
Reduction: The nitrile group can be reduced to primary amines using reducing agents like lithium aluminum hydride (LiAlH4) or hydrogen gas over a metal catalyst.
Metal Complexation: The nitrogen atom in the pyridine ring can coordinate with transition metals, forming metal complexes. This can lead to various reactions including catalytic transformations or ligand exchange reactions.
Aromatic Substitution: The pyridine ring can undergo electrophilic aromatic substitution reactions. For example, it can react with strong electrophiles under appropriate conditions to substitute hydrogen atoms on the ring.
Cross-Coupling Reactions: 5-Fluoropicolinonitrile can participate in cross-coupling reactions such as Suzuki, Heck, or Stille reactions, where it can serve as a coupling partner to form carbon-carbon bonds.
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5-Fluoro-3-(trifluoromethyl)picolinonitrile