Cas no 811450-17-6 (Methyl 4-chloropyrimidine-2-carboxylate)

Methyl 4-chloropyrimidine-2-carboxylate is a versatile pyrimidine derivative widely used as a key intermediate in pharmaceutical and agrochemical synthesis. Its reactive 4-chloro and ester functional groups make it a valuable building block for nucleophilic substitution and further derivatization. The compound exhibits high purity and stability, ensuring reliable performance in cross-coupling reactions and heterocyclic chemistry applications. Its structural features facilitate the efficient synthesis of biologically active compounds, including kinase inhibitors and antimicrobial agents. The methyl ester group enhances solubility in organic solvents, simplifying reaction handling. This compound is particularly useful in medicinal chemistry for constructing complex pyrimidine-based scaffolds with tailored properties.
Methyl 4-chloropyrimidine-2-carboxylate structure
811450-17-6 structure
Product Name:Methyl 4-chloropyrimidine-2-carboxylate
CAS No:811450-17-6
MF:C6H5ClN2O2
MW:172.569100141525
MDL:MFCD16987921
CID:839700
PubChem ID:64989066
Update Time:2025-05-20

Methyl 4-chloropyrimidine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 4-chloropyrimidine-2-carboxylate
    • 2-Pyrimidinecarboxylic acid, 4-chloro-, methyl ester
    • SCHEMBL23795448
    • methyl4-chloropyrimidine-2-carboxylate
    • DB-360794
    • Z1255501119
    • 811450-17-6
    • EN300-95970
    • CS-0265019
    • BS-49551
    • SY262116
    • SB57082
    • P20760
    • AKOS014320276
    • MFCD16987921
    • MDL: MFCD16987921
    • Inchi: 1S/C6H5ClN2O2/c1-11-6(10)5-8-3-2-4(7)9-5/h2-3H,1H3
    • InChI Key: DIHSXFKKXMHFBI-UHFFFAOYSA-N
    • SMILES: ClC1=CC=NC(C(=O)OC)=N1

Computed Properties

  • Exact Mass: 172.0039551g/mol
  • Monoisotopic Mass: 172.0039551g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 154
  • 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
  • Topological Polar Surface Area: 52.1
  • XLogP3: 1.4

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Additional information on Methyl 4-chloropyrimidine-2-carboxylate

Comprehensive Overview of Methyl 4-chloropyrimidine-2-carboxylate (CAS No. 811450-17-6): Properties, Applications, and Industry Trends

Methyl 4-chloropyrimidine-2-carboxylate (CAS No. 811450-17-6) is a high-value pyrimidine derivative widely utilized in pharmaceutical and agrochemical research. This compound, characterized by its chloropyrimidine core and methyl ester functional group, serves as a critical building block in synthetic chemistry. With the rising demand for heterocyclic compounds in drug discovery, Methyl 4-chloropyrimidine-2-carboxylate has garnered significant attention for its versatility in constructing biologically active molecules.

The molecular structure of Methyl 4-chloropyrimidine-2-carboxylate features a pyrimidine ring substituted with a chlorine atom at the 4-position and a carboxylate ester at the 2-position. This configuration enables diverse nucleophilic substitution reactions, making it a preferred intermediate for synthesizing anticancer agents, antiviral drugs, and herbicides. Recent studies highlight its role in developing kinase inhibitors, a hot topic in precision medicine research.

In the context of green chemistry, researchers are exploring eco-friendly synthetic routes for Methyl 4-chloropyrimidine-2-carboxylate to align with sustainable manufacturing trends. Questions like "How to optimize the yield of Methyl 4-chloropyrimidine-2-carboxylate?" or "What are alternative solvents for its synthesis?" frequently appear in scientific forums, reflecting industry priorities. The compound’s stability under microwave-assisted synthesis conditions has also become a trending research focus.

From a commercial perspective, Methyl 4-chloropyrimidine-2-carboxylate is listed by major chemical suppliers with >98% purity, catering to contract research organizations (CROs) and API manufacturers. Analytical techniques such as HPLC, NMR, and mass spectrometry are routinely employed for quality control. Its storage recommendations (e.g., inert atmosphere, -20°C) and handling precautions are frequently searched topics among laboratory professionals.

The patent landscape reveals growing applications of 811450-17-6 in photovoltaic materials and OLED intermediates, coinciding with the surge in renewable energy investments. As AI-driven drug design accelerates, computational studies predicting the reactivity of Methyl 4-chloropyrimidine-2-carboxylate are gaining traction—addressing queries like "Can machine learning predict its coupling reactions?"

In summary, Methyl 4-chloropyrimidine-2-carboxylate exemplifies the intersection of traditional organic chemistry and modern technological advancements. Its multifaceted applications ensure sustained relevance in both academic and industrial settings, while emerging synthetic methodologies promise to enhance its accessibility for future innovations.

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