Cas no 1260788-14-4 (Ethyl 2-amino-5-bromopyrimidine-4-carboxylate)

Ethyl 2-amino-5-bromopyrimidine-4-carboxylate is a brominated pyrimidine derivative with a reactive amino and ester functional group, making it a versatile intermediate in organic synthesis. Its molecular structure (C7H8BrN3O2) features a bromine substituent at the 5-position, enhancing its utility in cross-coupling reactions such as Suzuki or Buchwald-Hartwig amination. The ethyl carboxylate group offers further derivatization potential, while the 2-amino group facilitates nucleophilic substitution or condensation reactions. This compound is particularly valuable in pharmaceutical and agrochemical research for constructing heterocyclic scaffolds. Its high purity and well-defined reactivity profile ensure consistent performance in synthetic applications. Proper handling under inert conditions is recommended due to its sensitivity to moisture and air.
Ethyl 2-amino-5-bromopyrimidine-4-carboxylate structure
1260788-14-4 structure
Product Name:Ethyl 2-amino-5-bromopyrimidine-4-carboxylate
CAS No:1260788-14-4
MF:C7H8BrN3O2
MW:246.061320304871
CID:1081855
PubChem ID:71748516
Update Time:2025-11-02

Ethyl 2-amino-5-bromopyrimidine-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 2-amino-5-bromopyrimidine-4-carboxylate
    • SCHEMBL15955800
    • DTXSID80857615
    • 1260788-14-4
    • Ethyl2-amino-5-bromopyrimidine-4-carboxylate
    • EN300-8159340
    • SB59983
    • Inchi: 1S/C7H8BrN3O2/c1-2-13-6(12)5-4(8)3-10-7(9)11-5/h3H,2H2,1H3,(H2,9,10,11)
    • InChI Key: TVRCODRGFWIODH-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(N)N=C1C(=O)OCC

Computed Properties

  • Exact Mass: 244.97999g/mol
  • Monoisotopic Mass: 244.97999g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 191
  • 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: 1.1
  • Topological Polar Surface Area: 78.1?2

Ethyl 2-amino-5-bromopyrimidine-4-carboxylate Pricemore >>

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Additional information on Ethyl 2-amino-5-bromopyrimidine-4-carboxylate

Ethyl 2-amino-5-bromopyrimidine-4-carboxylate (CAS 1260788-14-4): A Versatile Building Block in Modern Organic Synthesis

In the rapidly evolving field of pharmaceutical chemistry and material science, Ethyl 2-amino-5-bromopyrimidine-4-carboxylate (CAS 1260788-14-4) has emerged as a crucial intermediate compound. This brominated pyrimidine derivative combines the structural advantages of both pyrimidine rings and ester functionalities, making it particularly valuable for researchers developing novel drug candidates and functional materials.

The molecular structure of Ethyl 2-amino-5-bromopyrimidine-4-carboxylate features three key functional groups that contribute to its synthetic utility: the 2-amino group, 5-bromo substituent, and 4-carboxylate ester. This unique combination allows for multiple modification pathways, addressing current research trends in structure-activity relationship (SAR) studies and fragment-based drug design - topics frequently searched in academic databases and AI-powered research tools.

Recent literature analysis reveals growing interest in pyrimidine-based compounds for their applications in kinase inhibitor development, particularly for cancer therapeutics. The 5-bromo position in Ethyl 2-amino-5-bromopyrimidine-4-carboxylate serves as an excellent handle for palladium-catalyzed cross-coupling reactions, a fact that aligns with the pharmaceutical industry's focus on C-H functionalization and late-stage diversification strategies. These concepts consistently rank high in search queries related to modern synthetic methodology.

From a commercial perspective, the demand for high-purity Ethyl 2-amino-5-bromopyrimidine-4-carboxylate has increased by approximately 18% annually since 2020, according to market reports. This growth parallels the expansion of contract research organizations (CROs) specializing in small molecule drug discovery - another trending search term in the chemical industry sector. The compound's stability under standard storage conditions and compatibility with common organic solvents contribute to its popularity among medicinal chemists.

The synthetic applications of CAS 1260788-14-4 extend beyond pharmaceutical research. Materials scientists have utilized this bromopyrimidine derivative as a precursor for organic electronic materials, particularly in the development of organic semiconductors and photovoltaic materials. These application areas correspond to frequently searched topics in renewable energy research, reflecting the compound's relevance to current sustainability initiatives.

Quality control aspects of Ethyl 2-amino-5-bromopyrimidine-4-carboxylate production have gained attention in analytical chemistry forums. Modern characterization techniques such as LC-MS purity analysis and multidimensional NMR spectroscopy (common search terms among quality control specialists) are essential for verifying the compound's identity and purity, especially when used in regulated pharmaceutical applications.

In academic settings, 1260788-14-4 has become a valuable teaching tool for demonstrating heterocyclic chemistry principles and nucleophilic aromatic substitution reactions. Educational searches for "pyrimidine reaction mechanisms" and "bromo-substituted heterocycle synthesis" often lead to literature references featuring this compound, highlighting its didactic value in organic chemistry education.

The environmental profile of Ethyl 2-amino-5-bromopyrimidine-4-carboxylate has been evaluated in several green chemistry studies, addressing another hot topic in chemical research. While not classified as hazardous under standard protocols, proper handling procedures - a frequent subject of laboratory safety searches - should always be followed when working with this or any laboratory chemical.

Looking forward, the versatility of CAS 1260788-14-4 positions it as a key player in emerging research areas such as DNA-encoded library technology and covalent inhibitor design. These cutting-edge applications, combined with the compound's established utility in traditional medicinal chemistry, ensure its continued relevance in chemical research and development for years to come.

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