Chemistry Heterocyclic Building Blocks Pyridines 2-chloro-3-iodopyridin-4-amine
Ambeed provide 3 derivatives of 2-chloro-3-iodopyridin-4-amine.
These compounds have the same murcko framework: 2-chloro-3-iodopyridin-4-amineSubstitution reactions: The chlorine and iodine atoms are both good leaving groups, so the compound can undergo substitution reactions with various nucleophiles or bases. For example, nucleophilic substitution reactions with amines, alcohols, thiols, or cyanide ions could occur, leading to the displacement of the chlorine or iodine atom.
Cross-coupling reactions: The compound could participate in cross-coupling reactions, such as Suzuki coupling or Stille coupling, where it could react with organometallic reagents containing boron or tin, respectively, to form new carbon-carbon bonds.
Reduction reactions: The compound's iodine atom could be reduced to iodide or other iodine-containing species using reducing agents like lithium aluminum hydride (LiAlH4) or hydrogen gas in the presence of a catalyst.
Arylation reactions: The compound could undergo arylation reactions, where it reacts with aryl halides or arylboronic acids in the presence of a suitable catalyst to form biaryl compounds.
Functional group transformations: The amine functional group could undergo various transformations, such as acylation, alkylation, or N-alkylation reactions, leading to the introduction of different substituents onto the amine nitrogen.
Heterocycle formation: The compound's pyridine ring could undergo various cyclization reactions to form fused or spiro heterocycles, depending on the reaction conditions and the nature of the reagents used.
Metalation reactions: The compound could be deprotonated at the amino group or the neighboring carbon atom using strong bases, leading to the formation of metal-amide or metal-enolate species, respectively, which could subsequently undergo further reactions.
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Ethyl 4-amino-6-chloro-5-iodonicotinate