Chemistry Heterocyclic Building Blocks Pyridines 2-chloronicotinonitrile
Ambeed provide 9 derivatives of 2-chloronicotinonitrile.
These compounds have the same murcko framework: 2-chloronicotinonitrileSubstitution Reactions: The chlorine atom on the 2-position can undergo substitution reactions with nucleophiles. For instance, it can undergo nucleophilic substitution reactions with various nucleophiles such as amines, alcohols, and thiols to replace the chlorine atom with the nucleophile.
Cyanation Reactions: The nitrile group on the 4-position can undergo reactions typical of nitriles, such as cyanation reactions. For example, it can react with cyanide ions (CN-) to form a cyanopyridine compound.
Grignard Reactions: 2-chloronicotinonitrile can undergo Grignard reactions where the chlorine atom is replaced by a Grignard reagent. This reaction can lead to the formation of substituted pyridine derivatives.
Reduction Reactions: The nitrile group can undergo reduction reactions to form primary amines. This can be achieved using reducing agents such as lithium aluminum hydride (LiAlH4) or hydrogen gas in the presence of a catalyst like Raney nickel.
Hydrolysis Reactions: The nitrile group can also undergo hydrolysis reactions under acidic or basic conditions to form carboxylic acids or amides, respectively.
Cross-Coupling Reactions: It can participate in various cross-coupling reactions, such as Suzuki-Miyaura coupling, Heck reaction, or Sonogashira coupling, to form biaryl or heteroaryl compounds.
Oxidation Reactions: The compound can undergo oxidation reactions to form compounds with higher oxidation states. For example, it can be oxidized to the corresponding pyridine N-oxide.
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2-Chloro-4-(dimethylamino)nicotinonitrile
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2-Chloro-5-(trifluoromethyl)nicotinonitrile