Cas no 97513-47-8 (2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine)

2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine is a halogenated pyrimidine derivative with significant utility in organic synthesis and pharmaceutical research. The presence of both bromo and chloro substituents enhances its reactivity, making it a versatile intermediate for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The methyl group at the 6-position contributes to steric and electronic modulation, facilitating selective functionalization. This compound is particularly valuable in the development of bioactive molecules, including kinase inhibitors and other heterocyclic scaffolds. Its high purity and stability under standard conditions ensure reliable performance in synthetic applications. Suitable for use in controlled environments, it requires handling with appropriate safety precautions due to its halogenated nature.
2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine structure
97513-47-8 structure
Product Name:2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine
CAS No:97513-47-8
MF:C11H8BrClN2
MW:283.551620483398
CID:1002185
PubChem ID:625103
Update Time:2025-10-30

2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine Chemical and Physical Properties

Names and Identifiers

    • 2-(4-BROMOPHENYL)-4-CHLORO-6-METHYLPYRIMIDINE
    • 2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine
    • Inchi: 1S/C11H8BrClN2/c1-7-6-10(13)15-11(14-7)8-2-4-9(12)5-3-8/h2-6H,1H3
    • InChI Key: JYINNANZBDTRTB-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1)C1N=C(C=C(C)N=1)Cl

Computed Properties

  • Exact Mass: 281.956
  • Monoisotopic Mass: 281.956
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 207
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0

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2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine Related Literature

Additional information on 2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine

Comprehensive Overview of 2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine (CAS No. 97513-47-8)

2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine (CAS No. 97513-47-8) is a specialized heterocyclic compound that has garnered significant attention in the fields of pharmaceutical research, agrochemical development, and material science. This compound belongs to the pyrimidine family, a class of organic molecules known for their diverse biological activities and applications. The presence of a bromophenyl group and a chloro-methyl substitution pattern makes this compound a valuable intermediate in synthetic chemistry.

In recent years, the demand for pyrimidine derivatives has surged due to their role in the development of drug candidates and agrochemicals. Researchers are particularly interested in 2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine for its potential as a building block in the synthesis of more complex molecules. Its unique structure allows for further functionalization, enabling the creation of compounds with tailored properties for specific applications.

One of the key trends in the chemical industry is the focus on sustainable synthesis and green chemistry. 2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine aligns with this trend, as it can be synthesized using catalytic methods that minimize waste and reduce environmental impact. This aspect is particularly appealing to industries striving to meet regulatory standards and sustainability goals.

The compound's molecular structure and physicochemical properties have been extensively studied. Its solubility, stability, and reactivity make it suitable for various applications, including organic electronics and catalysis. For instance, its electron-deficient pyrimidine core can act as an electron acceptor in charge-transfer complexes, which are essential in the development of optoelectronic devices.

Another area of interest is the compound's potential in medicinal chemistry. Pyrimidine derivatives are known to exhibit a wide range of biological activities, including antimicrobial, antiviral, and anticancer properties. While 2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine itself may not be a drug, its derivatives could serve as lead compounds in the discovery of new therapeutics. This has led to increased research into its structure-activity relationships (SAR) and mechanistic studies.

From a commercial perspective, the global market for pyrimidine-based compounds is expanding, driven by the growing demand for specialty chemicals and high-performance materials. Companies involved in the production and distribution of 2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine are investing in scalable synthesis methods to meet this demand. Additionally, the compound's patent landscape and intellectual property considerations are critical factors for stakeholders in the chemical and pharmaceutical industries.

In conclusion, 2-(4-Bromophenyl)-4-chloro-6-methylpyrimidine (CAS No. 97513-47-8) is a versatile and valuable compound with wide-ranging applications. Its significance in drug discovery, material science, and sustainable chemistry underscores its importance in modern research and industry. As scientific advancements continue, the potential uses of this compound are likely to expand, further solidifying its role as a key player in the chemical sciences.

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