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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazines Halopyrimidines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazines Pyrimidines and pyrimidine derivatives Halopyrimidines

Introduction to 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde (CAS No. 14160-91-9)

4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde, with the chemical formula C?H?Cl?NO? and CAS number 14160-91-9, is a versatile intermediate in organic synthesis and pharmaceutical research. This compound belongs to the pyrimidine class of heterocyclic aromatic compounds, characterized by a six-membered ring containing two nitrogen atoms. The presence of chloro and aldehyde functional groups makes it a valuable building block for the synthesis of more complex molecules, particularly in the development of agrochemicals and medicinal chemistry.

The aldehyde group at the 5-position and the chloro substituents at the 4 and 6 positions provide multiple sites for further functionalization, enabling chemists to tailor its reactivity for specific applications. This compound has garnered significant attention in recent years due to its role in constructing biologically active scaffolds. Its structural features make it particularly useful in the design of kinase inhibitors, antiviral agents, and other therapeutic compounds.

In modern pharmaceutical research, 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde is often employed as a key intermediate in the synthesis of small-molecule drugs. For instance, it has been utilized in the preparation of inhibitors targeting protein kinases, which are critical enzymes in various signaling pathways implicated in cancer and inflammatory diseases. The pyrimidine core is a common motif in drug design due to its ability to mimic natural nucleobases, facilitating interactions with biological targets.

Recent studies have highlighted its utility in the development of antiviral agents. The structural framework of 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde allows for modifications that can enhance binding affinity to viral proteases or polymerases. Researchers have explored its derivatives as potential inhibitors against RNA viruses, demonstrating promising results in preclinical trials. The aldehyde functionality further enables condensation reactions with amines or hydrazines, leading to Schiff bases or hydrazones that exhibit additional biological activities.

The chloro substituents on the pyrimidine ring contribute to the compound's reactivity by participating in nucleophilic aromatic substitution (SNAr) reactions or serving as leaving groups in metal-catalyzed cross-coupling reactions. This makes 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde a valuable precursor for constructing more complex heterocyclic systems. For example, palladium-catalyzed coupling reactions with aryl halides or boronic acids can be achieved using this intermediate, expanding its synthetic utility.

Agrochemical applications have also been explored for this compound. Pyrimidine derivatives are well-known for their herbicidal and fungicidal properties, and 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde serves as a precursor for synthesizing novel crop protection agents. Its ability to undergo further functionalization allows for the design of compounds with improved selectivity and environmental safety profiles.

The synthesis of 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde typically involves chlorination and formylation reactions starting from simpler pyrimidine precursors. Advances in synthetic methodologies have enabled more efficient and scalable production processes, making this compound more accessible for industrial applications. Green chemistry principles have been increasingly applied to its synthesis, focusing on reducing waste and minimizing hazardous byproducts.

In conclusion, 4,6-Dichloro-2-methylpyrimidine-5-carbaldehyde (CAS No. 14160-91-9) is a multifunctional intermediate with broad applications in pharmaceuticals and agrochemicals. Its unique structural features—combining an aldehyde group with chloro substituents—make it a valuable tool for medicinal chemists seeking to develop novel therapeutics. As research continues to uncover new biological targets and synthetic strategies, this compound will likely remain an important building block in drug discovery efforts worldwide.

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• 5305-40-8(4,6-Dichloropyrimidine-5-carbaldehyde)
• 933686-05-6(4-chloro-2-methylpyrimidine-5-carbaldehyde)
• 933703-03-8(4-chloropyrimidine-5-carbaldehyde)
• 871254-61-4(2,4-Dichloropyrimidine-5-carbaldehyde)
• 87600-98-4(4,6-Dichloropyrimidine-5-carboxylic acid)
• 1780-33-2(4,6-Dichloro-2,5-dimethylpyrimidine)
• 5604-46-6(2-Amino-4,6-dichloropyrimidine-5-carbaldehyde)
• 75712-74-2(4-Chloro-2,5-dimethylpyrimidine)
• 933702-81-9(4-Chloro-2-methylpyrimidine-5-carboxylic acid)