Chemistry Heterocyclic Building Blocks Pyridines 2,6-dichloropyridin-3-amine
Ambeed provide 11 derivatives of 2,6-dichloropyridin-3-amine.
These compounds have the same murcko framework: 2,6-dichloropyridin-3-amineSubstitution reactions: The chlorine atoms can be substituted by various nucleophiles such as amines, thiols, or hydroxide ions. For instance, nucleophilic substitution reactions with primary or secondary amines could lead to the formation of N-substituted derivatives.
Reduction reactions: The nitro group in the pyridine ring can be reduced to an amino group, typically using reducing agents like hydrogen gas in the presence of a catalyst (such as palladium on carbon) or using other reducing agents like stannous chloride.
N-alkylation reactions: The amine group can undergo alkylation reactions with alkyl halides or alkylating agents under appropriate conditions, leading to the formation of N-alkylated products.
Amidation reactions: The amine group can undergo amidation reactions with carboxylic acids or their derivatives (such as acid chlorides or acid anhydrides) to form amide derivatives.
Coupling reactions: The amine group can participate in various coupling reactions, such as Suzuki coupling or Buchwald-Hartwig amination, to form C-N bonds with aryl halides or pseudohalides.
Oxidation reactions: The amine group can be oxidized to form imine or iminium derivatives under appropriate conditions, using oxidizing agents such as potassium permanganate or chromium(VI) compounds.
Condensation reactions: The compound can undergo condensation reactions with carbonyl compounds, such as ketones or aldehydes, to form pyridine-containing heterocyclic compounds.
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1-(3-Amino-2,6-dichloropyridin-4-yl)ethanone
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2,6-Dichloro-4-methylpyridin-3-amine
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4-Bromo-2,6-dichloropyridin-3-amine
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2,6-Dichloro-4-(trifluoromethyl)pyridin-3-amine