Cas no 1260833-40-6 (5-Bromo-2-cyclobutoxypyrimidine)

5-Bromo-2-cyclobutoxypyrimidine is a brominated pyrimidine derivative featuring a cyclobutyl ether substituent at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The bromine atom at the 5-position enhances reactivity for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling efficient derivatization. The cyclobutoxy group contributes to steric and electronic modulation, influencing binding affinity in target molecules. Its well-defined structure and stability make it suitable for controlled functionalization in medicinal chemistry applications. The compound is typically handled under inert conditions to preserve its reactivity.
5-Bromo-2-cyclobutoxypyrimidine structure
1260833-40-6 structure
Product Name:5-Bromo-2-cyclobutoxypyrimidine
CAS No:1260833-40-6
MF:C8H9BrN2O
MW:229.073860883713
MDL:MFCD16618818
CID:2114881
PubChem ID:49758704
Update Time:2025-06-07

5-Bromo-2-cyclobutoxypyrimidine Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-2-(cyclobutyloxy)Pyrimidine
    • 5-Bromo-2-cyclobutoxypyrimidine
    • Pyrimidine, 5-bromo-2-(cyclobutyloxy)-
    • 5-Bromo-2-cyclobutoxy-pyrimidine
    • APSFUHNWFXKNDL-UHFFFAOYSA-N
    • SY237564
    • 1260833-40-6
    • AKOS013180832
    • CS-0315214
    • 5-bromo-2-cyclobutyloxypyrimidine
    • F6608-0267
    • AC3511
    • DA-37888
    • SCHEMBL256102
    • KS-9433
    • MFCD16618818
    • A1-02066
    • MDL: MFCD16618818
    • Inchi: 1S/C8H9BrN2O/c9-6-4-10-8(11-5-6)12-7-2-1-3-7/h4-5,7H,1-3H2
    • InChI Key: APSFUHNWFXKNDL-UHFFFAOYSA-N
    • SMILES: BrC1C=NC(=NC=1)OC1CCC1

Computed Properties

  • Exact Mass: 227.98983g/mol
  • Monoisotopic Mass: 227.98983g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 144
  • 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: 35
  • XLogP3: 2.1

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Additional information on 5-Bromo-2-cyclobutoxypyrimidine

5-Bromo-2-cyclobutoxypyrimidine (CAS No. 1260833-40-6): A Versatile Building Block in Modern Pharmaceutical and Organic Synthesis

The compound 5-Bromo-2-cyclobutoxypyrimidine (CAS No. 1260833-40-6) is a highly specialized pyrimidine derivative that has garnered significant attention in the fields of medicinal chemistry and organic synthesis. With its unique structural features, this compound serves as a critical intermediate in the development of novel therapeutic agents and advanced materials. The presence of both a bromine substituent and a cyclobutoxy group on the pyrimidine ring makes it a valuable scaffold for further functionalization, enabling researchers to explore a wide range of chemical transformations.

In recent years, the demand for heterocyclic compounds like 5-Bromo-2-cyclobutoxypyrimidine has surged due to their pivotal role in drug discovery. The pyrimidine core is a common motif in FDA-approved drugs, particularly in oncology and antiviral therapies. This compound’s bromine atom offers a reactive site for cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig couplings, which are frequently employed in the synthesis of complex molecules. Its cyclobutoxy moiety further enhances its utility by introducing steric and electronic effects that can modulate biological activity.

From an industrial perspective, CAS No. 1260833-40-6 is often discussed in the context of high-value intermediates and custom synthesis. Pharmaceutical companies and contract research organizations (CROs) are increasingly seeking such building blocks to accelerate their R&D pipelines. The compound’s stability under standard storage conditions and compatibility with diverse reaction conditions make it a preferred choice for chemists working on structure-activity relationship (SAR) studies and lead optimization.

One of the trending topics in organic chemistry is the exploration of sustainable synthetic routes. Researchers are investigating greener methodologies to incorporate 5-Bromo-2-cyclobutoxypyrimidine into catalytic cycles, minimizing waste and improving atom economy. This aligns with the broader industry shift toward green chemistry and environmentally friendly processes, which are frequently searched terms in academic and industrial databases.

Another area of interest is the compound’s potential application in photopharmacology, a cutting-edge field where light-sensitive molecules are used to control drug activity with spatial and temporal precision. The bromopyrimidine scaffold, when modified, could serve as a photoswitchable moiety, opening new avenues for targeted therapies. This connects with the growing public and scientific curiosity about precision medicine and next-generation therapeutics.

For those searching “5-Bromo-2-cyclobutoxypyrimidine synthesis” or “CAS 1260833-40-6 applications”, it’s worth noting that this compound’s versatility extends beyond pharmaceuticals. It is also explored in materials science, particularly in the design of organic electronic materials and ligands for catalysis. Its electron-deficient pyrimidine ring can interact with metal centers, making it a candidate for transition-metal complexes used in homogeneous catalysis.

Quality control and analytical characterization are critical for 5-Bromo-2-cyclobutoxypyrimidine. Techniques like HPLC, NMR, and mass spectrometry are routinely employed to ensure purity and consistency, which are paramount for reproducible research outcomes. Suppliers and manufacturers often highlight these specifications to meet the stringent requirements of academic and industrial clients.

In summary, 5-Bromo-2-cyclobutoxypyrimidine (CAS No. 1260833-40-6) stands out as a multifaceted compound with broad applicability in drug discovery, materials science, and catalysis. Its unique structural attributes and compatibility with modern synthetic methods make it a staple in the toolkit of chemists worldwide. As the scientific community continues to prioritize innovation and sustainability, this compound is poised to play an even more significant role in advancing research and development across multiple disciplines.

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