Cas no 521980-82-5 (Dimethyl 5-bromopyridine-2,3-dicarboxylate)

Dimethyl 5-bromopyridine-2,3-dicarboxylate is a brominated pyridine derivative featuring two ester-functionalized carboxyl groups at the 2- and 3-positions. This compound serves as a versatile intermediate in organic synthesis, particularly in the construction of heterocyclic frameworks and pharmaceutical precursors. The bromine substituent enhances reactivity for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The ester groups provide additional sites for hydrolysis, reduction, or nucleophilic substitution, enabling diverse derivatization pathways. Its well-defined structure and stability under standard conditions make it a reliable building block for medicinal chemistry and materials science applications. The compound is typically handled under inert atmospheres to preserve its reactivity.
Dimethyl 5-bromopyridine-2,3-dicarboxylate structure
521980-82-5 structure
Product Name:Dimethyl 5-bromopyridine-2,3-dicarboxylate
CAS No:521980-82-5
MF:C9H8BrNO4
MW:274.068121910095
MDL:MFCD09953248
CID:1011685
PubChem ID:53423993
Update Time:2025-10-12

Dimethyl 5-bromopyridine-2,3-dicarboxylate Chemical and Physical Properties

Names and Identifiers

    • Dimethyl 5-bromopyridine-2,3-dicarboxylate
    • SCHEMBL3699766
    • SY123760
    • JYRYOIMMYLBBNZ-UHFFFAOYSA-N
    • F30602
    • 2,3-DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE
    • AKOS016009641
    • J-520365
    • 521980-82-5
    • A850915
    • dimethyl 5-bromopyridine-2,3-dicarboxylate;5-Bromopyridine-2,3-dicarboxylic Acid
    • DTXSID80698424
    • DA-05219
    • CS-W000545
    • MFCD09953248
    • 5-bromopyridine-2,3-dicarboxylic acid dimethyl ester
    • A845875
    • AS-48378
    • MDL: MFCD09953248
    • Inchi: 1S/C9H8BrNO4/c1-14-8(12)6-3-5(10)4-11-7(6)9(13)15-2/h3-4H,1-2H3
    • InChI Key: JYRYOIMMYLBBNZ-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C(=O)OC)C(C(=O)OC)=C1

Computed Properties

  • Exact Mass: 272.96364
  • Monoisotopic Mass: 272.96367g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 259
  • 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: 1.6
  • Topological Polar Surface Area: 65.5?2

Experimental Properties

  • PSA: 65.49

Dimethyl 5-bromopyridine-2,3-dicarboxylate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
D914128-1g
Dimethyl 5-bromopyridine-2,3-dicarboxylate
521980-82-5 95%
1g
1,260.00 2021-05-17
CHENG DOU FEI BO YI YAO Technology Co., Ltd.
FC11806-10g
dimethyl 5-bromopyridine-2,3-dicarboxylate
521980-82-5 97%
10g
$750 2023-09-07
Chemenu
CM174055-5g
dimethyl 5-bromopyridine-2,3-dicarboxylate
521980-82-5 95%
5g
$524 2021-08-05
Chemenu
CM174055-10g
dimethyl 5-bromopyridine-2,3-dicarboxylate
521980-82-5 95%
10g
$795 2021-08-05
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
X49995-1g
Dimethyl 5-bromopyridine-2,3-dicarboxylate
521980-82-5 95%
1g
¥760.0 2023-09-05
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
X49995-5g
Dimethyl 5-bromopyridine-2,3-dicarboxylate
521980-82-5 95%
5g
¥2609.0 2023-09-05
TRC
D462993-10mg
Dimethyl 5-Bromopyridine-2,3-Dicarboxylate
521980-82-5
10mg
$ 50.00 2022-06-05
TRC
D462993-50mg
Dimethyl 5-Bromopyridine-2,3-Dicarboxylate
521980-82-5
50mg
$ 95.00 2022-06-05
TRC
D462993-100mg
Dimethyl 5-Bromopyridine-2,3-Dicarboxylate
521980-82-5
100mg
$ 135.00 2022-06-05
Alichem
A029168718-5g
Dimethyl5-bromopyridine-2,3-dicarboxylate
521980-82-5 95%
5g
$443.65 2023-09-01

Additional information on Dimethyl 5-bromopyridine-2,3-dicarboxylate

Dimethyl 5-bromopyridine-2,3-dicarboxylate (CAS No. 521980-82-5): A Key Intermediate in Modern Pharmaceutical Synthesis

Dimethyl 5-bromopyridine-2,3-dicarboxylate, identified by its CAS number 521980-82-5, is a versatile and highly valuable intermediate in the realm of pharmaceutical synthesis. This compound, featuring a brominated pyridine core with two esterified carboxyl groups, has garnered significant attention due to its utility in the development of novel therapeutic agents. The unique structural attributes of Dimethyl 5-bromopyridine-2,3-dicarboxylate make it an indispensable building block for chemists and pharmacologists working on complex molecular architectures.

The compound's molecular structure consists of a pyridine ring substituted with a bromine atom at the 5-position and ester groups at the 2 and 3 positions. This configuration provides multiple reactive sites, enabling diverse chemical transformations that are crucial for drug discovery and development. The presence of the bromine atom, in particular, makes it a suitable candidate for cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are widely employed in constructing biaryl systems found in many active pharmaceutical ingredients (APIs).

In recent years, there has been a surge in research focusing on heterocyclic compounds due to their prevalence in biologically active molecules. Pyridine derivatives, including Dimethyl 5-bromopyridine-2,3-dicarboxylate, have been extensively studied for their potential pharmacological properties. For instance, studies have demonstrated the efficacy of pyridine-based scaffolds in targeting various diseases, including cancer, infectious diseases, and neurological disorders. The ester functionalities in this compound allow for further derivatization, enabling the synthesis of analogs with tailored biological activities.

The pharmaceutical industry has increasingly relied on advanced synthetic methodologies to streamline the production of complex molecules. Dimethyl 5-bromopyridine-2,3-dicarboxylate plays a pivotal role in these processes by serving as a precursor for more intricate structures. Researchers have leveraged its reactivity to develop novel inhibitors and activators of enzymes and receptors. For example, recent studies have highlighted its use in synthesizing small-molecule modulators of protein-protein interactions, which are critical for understanding disease mechanisms and developing targeted therapies.

One notable application of Dimethyl 5-bromopyridine-2,3-dicarboxylate is in the field of antiviral drug development. The pyridine core is a common motif in antiviral agents due to its ability to interact with viral enzymes and proteins. By modifying the substituents on the pyridine ring, chemists can fine-tune the pharmacokinetic and pharmacodynamic properties of potential drug candidates. The ester groups provide additional flexibility for chemical manipulation, allowing for the introduction of various functional moieties that enhance binding affinity and reduce toxicity.

The synthesis of Dimethyl 5-bromopyridine-2,3-dicarboxylate typically involves multi-step organic reactions that require precise control over reaction conditions. Advanced catalytic systems have been developed to improve yields and selectivity, making the process more efficient and sustainable. For instance, palladium-catalyzed cross-coupling reactions have been optimized for the introduction of bromine atoms into pyridine derivatives, ensuring high purity and minimizing byproduct formation.

The growing demand for high-quality intermediates like Dimethyl 5-bromopyridine-2,3-dicarboxylate has led to advancements in manufacturing technologies. Continuous flow chemistry has emerged as a powerful tool for producing complex molecules with greater efficiency and scalability. This approach allows for better control over reaction parameters, reducing waste and improving reproducibility. As a result, pharmaceutical companies are increasingly adopting flow chemistry techniques to synthesize key intermediates such as this one.

In conclusion, Dimethyl 5-bromopyridine-2,3-dicarboxylate (CAS No. 521980-82-5) is a cornerstone intermediate in modern pharmaceutical synthesis. Its unique structural features enable a wide range of chemical transformations that are essential for developing novel therapeutic agents. The ongoing research into pyridine derivatives underscores their significance in addressing global health challenges. As synthetic methodologies continue to evolve, compounds like this will remain at the forefront of drug discovery efforts.

Recommended suppliers
Nanjing Jubai Biopharm
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing Jubai Biopharm
Shaanxi pure crystal photoelectric technology co. LTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shaanxi pure crystal photoelectric technology co. LTD
Shenzhen Yaoyuan R&D Center Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shenzhen Yaoyuan R&D Center Co.,Ltd
Handan Zechi Trading Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.