Cas no 1197193-30-8 (Ethyl 5-bromopyrimidine-2-carboxylate)

Ethyl 5-bromopyrimidine-2-carboxylate is a versatile brominated pyrimidine derivative widely used as a key intermediate in organic synthesis and pharmaceutical research. Its reactive 5-bromo substituent and ester functionality make it valuable for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling the construction of complex heterocyclic frameworks. The compound’s high purity and stability under standard conditions ensure reliable performance in nucleophilic substitution and further functionalization reactions. It is particularly useful in the development of active pharmaceutical ingredients (APIs) and agrochemicals. The ethyl ester group also offers flexibility for hydrolysis or transesterification, broadening its utility in synthetic applications.
Ethyl 5-bromopyrimidine-2-carboxylate structure
1197193-30-8 structure
Product Name:Ethyl 5-bromopyrimidine-2-carboxylate
CAS No:1197193-30-8
MF:C7H7BrN2O2
MW:231.046680688858
MDL:MFCD12964050
CID:838909
Update Time:2025-05-24

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

Names and Identifiers

    • Ethyl 5-bromopyrimidine-2-carboxylate
    • 5-bromo-2-Pyrimidinecarboxylic acid ethyl ester
    • Ethyl 5-bromopyrimidine-2-carboxyate
    • ethyl-5-bromopyrimidine-2-carboxylate
    • 5-Bromopyrimidine-2-carboxylic acid ethyl ester
    • CZQFHUXIWZYQGP-UHFFFAOYSA-N
    • Ethyl5-Bromopyrimidine-2-carboxylate
    • EBD209970
    • RP27936
    • TRA0014455
    • SY006807
    • AB1000812
    • AB0035121
    • MDL: MFCD12964050
    • Inchi: 1S/C7H7BrN2O2/c1-2-12-7(11)6-9-3-5(8)4-10-6/h3-4H,2H2,1H3
    • InChI Key: CZQFHUXIWZYQGP-UHFFFAOYSA-N
    • SMILES: BrC1C=NC(C(=O)OCC)=NC=1

Computed Properties

  • Exact Mass: 229.96900
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 158
  • XLogP3: 0.4
  • Topological Polar Surface Area: 52.1

Experimental Properties

  • Density: 1.577±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Slightly soluble (12 g/l) (25 o C),
  • PSA: 52.08000
  • LogP: 1.41580

Ethyl 5-bromopyrimidine-2-carboxylate Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on Ethyl 5-bromopyrimidine-2-carboxylate

Ethyl 5-bromopyrimidine-2-carboxylate: A Comprehensive Overview

Ethyl 5-bromopyrimidine-2-carboxylate, with the CAS number 1197193-30-8, is a compound of significant interest in the fields of organic chemistry, pharmacology, and materials science. This compound belongs to the class of pyrimidine derivatives, which are well-known for their diverse biological activities and applications in drug design. The structure of Ethyl 5-bromopyrimidine-2-carboxylate consists of a pyrimidine ring substituted with a bromine atom at the 5-position and an ethyl ester group at the 2-position. These substituents play a crucial role in determining the compound's chemical properties, reactivity, and biological effects.

Recent studies have highlighted the potential of Ethyl 5-bromopyrimidine-2-carboxylate as a lead compound in the development of novel therapeutic agents. For instance, research has demonstrated that this compound exhibits potent anti-inflammatory and antioxidant properties, making it a promising candidate for the treatment of chronic inflammatory diseases. Additionally, its ability to modulate key cellular pathways involved in cancer progression has been explored in preclinical models, suggesting its potential as an anticancer agent.

The synthesis of Ethyl 5-bromopyrimidine-2-carboxylate involves a multi-step process that typically begins with the preparation of the pyrimidine ring. This is followed by bromination at the 5-position and subsequent esterification to introduce the ethyl group at the 2-position. The optimization of these steps has been a focus of recent research efforts, with chemists seeking to improve yields and reduce reaction times while maintaining high purity levels.

From a structural standpoint, Ethyl 5-bromopyrimidine-2-carboxylate exhibits unique physical and chemical properties that make it suitable for various applications. Its solubility in organic solvents and stability under physiological conditions are particularly advantageous for pharmacological studies. Furthermore, its ability to form hydrogen bonds due to the presence of the carboxylic acid derivative group enhances its interaction with biological targets, such as enzymes and receptors.

In terms of biological activity, Ethyl 5-bromopyrimidine-2-carboxylate has shown remarkable selectivity towards certain enzymes and signaling pathways. For example, studies have demonstrated its inhibitory effects on kinases involved in cell proliferation and survival. This selectivity is attributed to the precise positioning of substituents on the pyrimidine ring, which allows for optimal binding to target proteins.

Recent advancements in computational chemistry have also contributed to our understanding of Ethyl 5-bromopyrimidine-2-carboxylate's molecular interactions. Molecular docking studies have revealed that this compound can bind effectively to several drug targets, including those implicated in neurodegenerative diseases such as Alzheimer's disease. These findings underscore its potential as a lead compound for developing innovative therapies.

Moreover, Ethyl 5-bromopyrimidine-2-carboxylate has been explored for its role in materials science applications. Its ability to form self-assembled monolayers on various surfaces makes it a candidate for use in nanotechnology and sensor development. The compound's electronic properties also render it suitable for applications in organic electronics.

In conclusion, Ethyl 5-bromopyrimidine-2-carboxylate is a versatile compound with a wide range of potential applications across multiple disciplines. Its unique structure, coupled with recent advances in synthesis and characterization techniques, positions it as a valuable tool for both academic research and industrial development. As ongoing studies continue to uncover new insights into its properties and functions, this compound is poised to make significant contributions to fields ranging from medicine to materials science.

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