Chemistry
Heterocyclic Building Blocks
Pyrimidines
4,6-dichloro-2-methylpyrimidine
Nucleophilic Substitution: The chlorine atoms on the pyrimidine ring can be replaced by nucleophiles in substitution reactions. This is common when the compound is treated with nucleophiles such as amines or thiolates, leading to the formation of substituted pyrimidines.
Cross-Coupling Reactions: The compound may participate in cross-coupling reactions, such as Suzuki-Miyaura or Heck reactions, where the carbon-chlorine bonds are replaced by carbon-carbon bonds in the presence of appropriate coupling partners and catalysts.
Nucleophilic Aromatic Substitution: The electron-deficient pyrimidine ring can undergo nucleophilic aromatic substitution reactions. Nucleophiles, typically strong bases, attack the electrophilic positions on the aromatic ring, resulting in substitution.
Alkylation or Acylation Reactions: The compound can react with alkyl halides or acyl chlorides in the presence of a base or a catalyst, leading to the introduction of alkyl or acyl groups onto the pyrimidine ring.
Reductive Dehalogenation: Under certain conditions, the chlorine atoms can be removed through reductive dehalogenation reactions, often involving the use of reducing agents.
Oxidation Reactions: The methyl group can be oxidized under specific conditions to form corresponding carbonyl compounds.
Heterocyclic Chemistry: The compound's pyrimidine ring makes it suitable for participation in various heterocyclic chemistry reactions, such as cyclization reactions or reactions involving other heterocycles.
Halogen-Metal Exchange: The compound may undergo halogen-metal exchange reactions with reactive metal-containing reagents, leading to the replacement of the chlorine atoms with metal-containing substituents.
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4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde
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4,6-Dichloro-5-methoxy-2-methylpyrimidine