5 Chloro 2 Fluoropyridine 3 Boronic Acid
pyridine pyrrole pyrazine piperidine piperazine

5-Chloro-2-fluoropyridine-3-boronic acid

    Specifications

    HS Code

    354100

    Chemical Formula C5H4BClFNO2
    Appearance Solid (Typical)
    Purity Typically High Purity for Synthetic Use
    Solubility In Water Low Solubility
    Solubility In Organic Solvents Soluble in Common Organic Solvents like DMSO, DMF
    Melting Point Typically in a Defined Range (Needs Specific Data)
    Density Data Needed for Exact Value
    Reactivity Reactive towards Nucleophiles and Metal - Catalyzed Cross - Coupling Reactions

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    General Information
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    Frequently Asked Questions

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    What are the main uses of 5-Chloro-2-fluoropyridine-3-boronic acid?
    5-Chloro-2-fluoropyridine-3-boronic acid is widely used in the field of organic synthesis.
    One of them is often used as an arylation reagent. In palladium-catalyzed cross-coupling reactions, such as the Suzuki reaction, it can be coupled with halogenated aromatics or olefins to form carbon-carbon bonds. Such reactions are of great significance in pharmaceutical chemistry and materials science and can be used to synthesize complex organic molecules. For example, in the creation of new drug molecules, with the help of the Suzuki reaction, 5-chloro-2-fluoropyridine-3-boronic acid is coupled with a specific halogenated aromatic hydrocarbon, which can introduce fluorine-containing and chlorine-containing pyridine structural fragments. This segment has significant effects on regulating drug activity and improving pharmacokinetic properties.
    Second, it is also useful in building functional materials. Because its structure contains boron, fluorine, chlorine and other atoms, it endows the molecule with unique electronic properties and spatial structure. By reacting with other organic units, materials with specific photoelectric properties can be prepared, such as materials used in organic Light Emitting Diodes (OLEDs) and organic solar cells, which are expected to improve device performance.
    Third, in the field of heterocyclic compound synthesis, it can be used as a key intermediate. It reacts with various nucleophiles or electrophiles to realize the functionalization of the pyridine ring, thereby constructing heterocyclic derivatives with diverse structures. These heterocyclic derivatives are important components in many fields such as pesticides and total synthesis of natural products.
    In short, 5-chloro-2-fluoropyridine-3-boronic acid plays a key role in many fields of organic synthesis due to its unique structure and reactivity, and has contributed to the promotion of drug research and development and material innovation.
    What are the synthetic methods of 5-Chloro-2-fluoropyridine-3-boronic acid?
    The synthesis methods of 5-chloro-2-fluoropyridine-3-boronic acid have different paths. First, it can be started from the corresponding halogenated pyridine. 5-chloro-2-fluoropyridine is selected as the initial raw material, and interacts with strong bases such as butyl lithium in a low temperature environment. Butyl lithium can replace hydrogen at a specific position on the pyridine ring with lithium to form a lithium intermediate. Subsequently, this intermediate is contacted with borate esters, such as trimethyl borate or triisopropyl borate. During the reaction process, the lithiated part will combine with the boron atoms in the borate ester to form the target product 5-chloro-2-fluoropyridine-3-boronic acid. After the reaction is completed, a hydrolysis step is usually required to promote the conversion of the borate ester to the boric acid form.
    Furthermore, the synthesis can also be achieved by means of a palladium-catalyzed coupling reaction. The halogenated derivative of 5-chloro-2-fluoropyridine is selected with a suitable boron reagent. In the presence of palladium catalysts such as tetra (triphenylphosphine) palladium (0) or palladium acetate, and in the presence of suitable ligands such as triphenylphosphine, bis (diphenylphosphine) ethane, etc., the reaction occurs with the participation of bases. The base can adjust the reaction environment and contribute to the smooth progress of the catalytic cycle. This coupling reaction can precisely introduce boron groups at designated positions in the pyridine ring to obtain 5-chloro-2-fluoropyridine-3-boronic acid. After the reaction is completed, the product often needs to be purified by column chromatography, recrystallization and other means to obtain a high-purity product.
    In addition, the precursor of pyridine boric acid can also be considered as the starting material, and chlorine and fluorine atoms can be introduced through halogenation reaction. First, boron-containing pyridine derivatives are prepared, and then halogenated reagents such as N-chlorosuccinimide, dichlorosulfoxide, etc. are used for chlorination, and Selectfluor, etc. are used for fluorination. Under appropriate reaction conditions, the boron group is in the desired position of the pyridine ring. At the same time, chlorine and fluorine atoms are successfully introduced at specific positions, and finally 5-chloro-2-fluoropyridine-3-boronic acid is synthesized. This path also requires fine control of the reaction conditions and the separation and purification of the product to achieve the desired purity.
    What are the physical properties of 5-Chloro-2-fluoropyridine-3-boronic acid?
    5-Chloro-2-fluoropyridine-3-boronic acid is a commonly used reagent in organic synthesis. According to its physical properties, it is mostly solid at room temperature, which makes it stable due to intermolecular forces. The characteristics of its melting point are the key to determine the purity and control the relevant reaction temperature. Generally speaking, the exact melting point data varies depending on the preparation method and purity, but it is generally in a specific temperature range.
    When it comes to solubility, it has good solubility in common organic solvents, such as dichloromethane, tetrahydrofuran, etc. This is because its molecular structure contains both boron-containing polar groups and the aromatic structure of pyridine rings. It can form a variety of intermolecular forces with organic solvents, such as van der Waals force, dipole-dipole interaction, etc., so that it can be uniformly dispersed. In water, due to the relatively strong overall hydrophobicity, the solubility is slightly inferior and only slightly soluble.
    Furthermore, its appearance is often white to off-white powder or crystal. The characteristics of color and morphology can not only preliminarily judge its purity, but also have great significance for the choice of storage and access methods. Because of its certain hygroscopicity, it needs to be stored in a dry environment to prevent moisture decomposition from affecting the quality and reactivity.
    In summary, the physical properties of 5-chloro-2-fluoropyridine-3-boronic acid are of key significance in the practical operation of organic synthesis, such as the control of reaction conditions, product separation and purification, and storage management.
    What to pay attention to when storing 5-Chloro-2-fluoropyridine-3-boronic acid
    5-Chloro-2-fluoropyridine-3-boronic acid is a chemical substance. When storing, many aspects need to be paid attention to.
    Dry humidity of the first environment. This substance is susceptible to water vapor, moisture is too heavy, or it may cause hydrolysis and deterioration. Therefore, when stored in a dry place, such as a sealed container equipped with a desiccant, or in a dryer, to keep it dry and safe.
    Temperature is also critical. If the temperature is too high, it may increase the chemical activity of the substance, triggering reactions such as decomposition and polymerization, which will damage its quality. Generally speaking, it should be placed in a low temperature environment, generally refrigerated at 2-8 ° C. In some cases, cryopreservation may be required. However, sudden changes in temperature are not advisable, otherwise it may have adverse effects on its structure.
    Lighting factors should not be ignored. Under light, this substance may cause luminescent chemical reactions and cause structural changes. Therefore, it should be stored in a dark place, such as a brown bottle, or in a dark place where light is difficult to reach.
    Furthermore, attention should be paid to storage utensils that come into contact with it. Materials with stable chemical properties and no reaction should be selected, such as glass, specific plastics, etc. And storage containers must be well sealed to prevent the intrusion of impurities such as air and water vapor.
    In addition, the coexistence of different chemical substances is also exquisite. 5-chloro-2-fluoropyridine-3-boronic acid should not be stored with strong oxidants, strong bases and other substances, because of its active chemical properties, coexistence with it or trigger a violent reaction, endangering safety and damaging its quality.
    In short, store 5-chloro-2-fluoropyridine-3-boronic acid, when in a dry, low temperature, dark environment, choose suitable utensils to avoid incompatible substances, so as to ensure its quality and stability for subsequent use.
    What is the market price of 5-Chloro-2-fluoropyridine-3-boronic acid?
    5-Chloro-2-fluoropyridine-3-boronic acid, the price of this substance in the chemical market often varies due to many factors. Looking at the market of chemical materials in the past, the price often changed with the difficulty of obtaining raw materials, the complex synthesis process, and the rise and fall of market demand.
    If the raw material is easy to obtain and the synthesis method is simple and mature, its price may become easier. On the contrary, if the raw material is rare, the synthesis requires delicate and complicated techniques, and the price must be high.
    Furthermore, the market demand is also very large. When the market is thirsty and the supply is not sufficient, the price will rise; if the demand is weak and the supply is full, the price may fall.
    In the case of similar fine chemical transactions in the past, the price per gram may be between tens and hundreds of yuan under normal market conditions. However, the actual price must be carefully observed in the current market situation and consulted with merchants specializing in chemical materials to obtain accurate figures. Due to the rapidly changing chemical market, it is difficult to determine the current exact price based on past examples.