Cas no 1383970-43-1 (2-chloro-4-fluoropyridine-3-boronic acid)

2-Chloro-4-fluoropyridine-3-boronic acid is a versatile boronic acid derivative widely employed in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in synthetic organic chemistry. The presence of both chloro and fluoro substituents on the pyridine ring enhances its reactivity and selectivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The boronic acid functional group facilitates efficient coupling with aryl or vinyl halides under mild conditions. This compound exhibits good stability under typical reaction conditions, ensuring reliable performance in complex transformations. Its structural features enable the synthesis of diverse heterocyclic frameworks, contributing to its utility in medicinal chemistry and material science applications.
2-chloro-4-fluoropyridine-3-boronic acid structure
1383970-43-1 structure
Product Name:2-chloro-4-fluoropyridine-3-boronic acid
CAS No:1383970-43-1
MF:C5H4BClFNO2
MW:175.353163719177
MDL:MFCD13189269
CID:4936757
Update Time:2026-02-27

2-chloro-4-fluoropyridine-3-boronic acid Chemical and Physical Properties

Names and Identifiers

    • (2-Chloro-4-fluoropyridin-3-yl)boronic acid
    • 2-CHLORO-4-FLUOROPYRIDINE-3-BORONIC ACID
    • AB68085
    • 2-chloro-4-fluoropyridine-3-boronic acid
    • MDL: MFCD13189269
    • Inchi: 1S/C5H4BClFNO2/c7-5-4(6(10)11)3(8)1-2-9-5/h1-2,10-11H
    • InChI Key: LXUDFEOAGBMKQF-UHFFFAOYSA-N
    • SMILES: ClC1C(B(O)O)=C(C=CN=1)F

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 140
  • Topological Polar Surface Area: 53.4

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2-chloro-4-fluoropyridine-3-boronic acid Related Literature

Additional information on 2-chloro-4-fluoropyridine-3-boronic acid

Comprehensive Guide to 2-Chloro-4-fluoropyridine-3-boronic acid (CAS No. 1383970-43-1): Properties, Applications, and Market Insights

2-Chloro-4-fluoropyridine-3-boronic acid (CAS No. 1383970-43-1) is a highly versatile boronic acid derivative widely used in pharmaceutical and agrochemical research. This compound belongs to the pyridine boronic acid family, known for its unique reactivity in Suzuki-Miyaura cross-coupling reactions, a topic frequently searched by synthetic chemists. With the rise of precision medicine and targeted drug development, this intermediate has gained significant attention in 2024.

The molecular structure of 2-chloro-4-fluoropyridine-3-boronic acid features both halogen substituents (chloro and fluoro groups) and a reactive boronic acid moiety, making it invaluable for creating complex heterocyclic systems. Recent Google Trends data shows growing searches for "fluoropyridine building blocks" and "boronic acids for drug discovery," highlighting its relevance. The compound's molecular weight of 175.38 g/mol and purity standards (>97% by HPLC) make it suitable for high-value applications.

In pharmaceutical applications, 2-chloro-4-fluoropyridine-3-boronic acid serves as a key intermediate for kinase inhibitors and anticancer agents, particularly in developing BTK inhibitors—a hot topic in oncology research. Its regioselective reactivity allows precise modifications at the 3-position, addressing common queries about "selective functionalization of pyridines." The compound's solubility profile (soluble in DMSO, THF, and ethers) and storage conditions (2-8°C under inert atmosphere) are frequently asked questions among researchers.

The agrochemical industry utilizes this halogenated pyridine boronic acid for developing novel crop protection agents, especially with increasing demand for environmentally friendly pesticides. Its structural motif appears in several patent applications for fungicides and herbicides, correlating with rising searches for "green chemistry in agriculture." The thermal stability (decomposes at >200°C) and handling precautions (use in well-ventilated areas) are critical technical parameters often discussed in safety data sheets.

Market analysis indicates growing demand for 1383970-43-1 across North America and Asia-Pacific regions, driven by expanding contract research organizations (CROs) and generic drug development. The compound's supply chain stability and custom synthesis options are key considerations for buyers, as reflected in trending B2B search terms like "reliable boronic acid suppliers." Recent advancements in flow chemistry and continuous manufacturing have further enhanced its production efficiency.

Quality control of 2-chloro-4-fluoropyridine-3-boronic acid typically involves NMR spectroscopy (1H, 13C, 19F) and HPLC-MS analysis, addressing common quality verification questions. The compound's shelf life (typically 24 months when stored properly) and shipping regulations (non-hazardous for most jurisdictions) are practical concerns frequently raised by international customers. These aspects align with Google's "People Also Ask" suggestions about chemical logistics and material stability.

Emerging applications include use in OLED materials and organic electronics, particularly for electron-transport layers—a trending research area. The fluoropyridine-boronic acid combination offers unique electronic properties for optoelectronic devices, connecting to popular searches about "organic semiconductors." Researchers also explore its potential in metal-organic frameworks (MOFs) for gas storage applications.

For synthetic chemists, the protection-deprotection strategies of the boronic acid group in 2-chloro-4-fluoropyridine-3-boronic acid remain a technical focus, matching frequent search phrases like "boronic acid handling techniques." The compound's compatibility with various catalytic systems (palladium, nickel, etc.) and reaction conditions (aqueous vs. anhydrous) are extensively documented in recent literature, addressing common experimental design questions.

Environmental considerations include the compound's biodegradability profile and waste treatment protocols, increasingly important in ESG-compliant research. Regulatory aspects cover REACH compliance and GMP-grade availability, corresponding to industry searches about "compliant chemical sourcing." These dimensions make 1383970-43-1 a model compound for sustainable chemistry discussions.

Future perspectives highlight the role of 2-chloro-4-fluoropyridine-3-boronic acid in AI-assisted drug discovery pipelines, where its structural features serve as valuable inputs for machine learning models predicting druglikeness. This aligns with booming interest in "computational chemistry tools" and "digital transformation in R&D." The compound's crystallographic data and conformational analysis also contribute to molecular modeling databases.

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