Chemistry Heterocyclic Building Blocks Pyridines 6-chloropicolinonitrile
Ambeed provide 9 derivatives of 6-chloropicolinonitrile.
These compounds have the same murcko framework: 6-chloropicolinonitrileSubstitution Reactions: The chlorine atom can be substituted with other nucleophiles such as hydroxide ion, amines, or thiolates to yield substituted products.
Nucleophilic Addition: The nitrile group can undergo nucleophilic addition reactions, where nucleophiles add to the carbon atom of the nitrile group to form imine intermediates which can then be further transformed into various functional groups.
Reduction Reactions: The nitrile group can be reduced to primary amines using reducing agents such as hydrogen gas over a metal catalyst (e.g., Raney nickel), or with other reducing agents like lithium aluminum hydride (LiAlH4).
Acid-Base Reactions: The nitrile group can undergo acid-base reactions where the nitrogen atom can be protonated by strong acids or deprotonated by strong bases.
Heterocyclization Reactions: The picolinonitrile moiety can undergo heterocyclization reactions to form various heterocycles depending on the reaction conditions and reagents used.
Cross-Coupling Reactions: The chloro substituent can undergo cross-coupling reactions such as Suzuki, Heck, or Stille coupling to form carbon-carbon bonds with other organic molecules.
Aromatic Substitution: The aromatic ring of 6-chloropicolinonitrile can undergo electrophilic aromatic substitution reactions, where the chlorine atom is replaced by another substituent under appropriate conditions.
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6-Chloro-3-(trifluoromethyl)picolinonitrile