Cas no 24101-09-5 (2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine)

2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine is a versatile pyrimidine derivative widely used in pharmaceutical and agrochemical research. Its key structural features include a reactive chloro group at the 2-position and an electron-withdrawing trifluoromethyl group at the 5-position, which enhance its utility as a building block for heterocyclic compounds. The amino group at the 4-position provides an additional site for further functionalization. This compound exhibits excellent stability and solubility in common organic solvents, facilitating its application in nucleophilic substitution reactions and cross-coupling reactions. Its trifluoromethyl group contributes to improved metabolic stability and bioavailability in drug development. The compound serves as a valuable intermediate for synthesizing biologically active molecules, particularly in the development of kinase inhibitors and antimicrobial agents.
2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine structure
24101-09-5 structure
Product Name:2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine
CAS No:24101-09-5
MF:C5H3ClF3N3
MW:197.545629739761
MDL:MFCD20693975
CID:1088515
PubChem ID:72183117
Update Time:2025-07-02

2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine
    • MFCD20693975
    • CS-0051962
    • AS-51516
    • SCHEMBL156711
    • 24101-09-5
    • EN300-6487652
    • ZAA10109
    • SY121091
    • 4-Amino-2-chloro-5-(trifluoromethyl)pyrimidine
    • P12843
    • AKOS022176128
    • DB-217199
    • DTXSID40858608
    • SB16103
    • MDL: MFCD20693975
    • Inchi: 1S/C5H3ClF3N3/c6-4-11-1-2(3(10)12-4)5(7,8)9/h1H,(H2,10,11,12)
    • InChI Key: PJQOTFJZZMWUMS-UHFFFAOYSA-N
    • SMILES: ClC1=NC=C(C(F)(F)F)C(N)=N1

Computed Properties

  • Exact Mass: 196.9967593g/mol
  • Monoisotopic Mass: 196.9967593g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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
  • XLogP3: 1.7
  • Topological Polar Surface Area: 51.8?2

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abcr
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2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine; .
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Additional information on 2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine

Comprehensive Overview of 2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine (CAS No. 24101-09-5)

2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine (CAS No. 24101-09-5) is a specialized pyrimidine derivative that has garnered significant attention in pharmaceutical and agrochemical research. This compound, characterized by its unique chloro and trifluoromethyl functional groups, serves as a versatile intermediate in the synthesis of bioactive molecules. Its molecular structure, C5H3ClF3N3, offers a balance of reactivity and stability, making it invaluable for designing small-molecule inhibitors and heterocyclic compounds.

In recent years, the demand for fluorinated pyrimidines like 2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine has surged due to their applications in drug discovery and crop protection. Researchers are particularly interested in its role as a building block for kinase inhibitors, a class of therapeutics targeting cancer and inflammatory diseases. The compound’s trifluoromethyl group enhances metabolic stability, a feature highly sought after in modern medicinal chemistry.

The synthesis of CAS No. 24101-09-5 typically involves nucleophilic substitution reactions, where 4-aminopyrimidine precursors are functionalized with chloro and trifluoromethyl groups. Advanced techniques like microwave-assisted synthesis and flow chemistry have been explored to improve yield and purity. These innovations align with the growing emphasis on green chemistry and sustainable manufacturing, topics frequently searched by industry professionals.

From a commercial perspective, 2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine is supplied by leading chemical manufacturers under strict quality control standards. Analytical methods such as HPLC and NMR spectroscopy ensure compliance with regulatory requirements. The compound’s MSDS (Material Safety Data Sheet) highlights standard handling precautions, though it is not classified as a hazardous material under most jurisdictions.

Emerging trends in AI-driven drug design have further amplified interest in this compound. Computational models predict its potential as a scaffold for targeted therapies, particularly in orphan diseases. Additionally, its agrochemical applications include the development of herbicides and pesticides with improved environmental profiles. These topics resonate with searches for next-generation agrochemicals and precision farming solutions.

In summary, 2-Chloro-5-(trifluoromethyl)pyrimidin-4-amine (CAS No. 24101-09-5) exemplifies the intersection of chemical innovation and practical utility. Its relevance spans pharmaceutical R&D, agrochemical advancements, and sustainable synthesis, making it a focal point for researchers and industry stakeholders alike. For those exploring high-value intermediates or fluorinated heterocycles, this compound offers a compelling case study in modern applied chemistry.

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