2 Fluoropyridine 3 Boronic Acid Pinacol Ester
pyridine pyrrole pyrazine piperidine piperazine

2-Fluoropyridine-3-boronic acid pinacol ester

    Specifications

    HS Code

    729526

    Chemical Formula C11H15BFNO2
    Molecular Weight 221.05
    Appearance Solid (Typical)
    Cas Number 1073354-93-4
    Boiling Point N/A
    Melting Point 74 - 78 °C
    Density N/A
    Solubility In Common Solvents Soluble in organic solvents like dichloromethane, tetrahydrofuran
    Purity Typically high purity, e.g., 95%+
    Storage Conditions Store in a cool, dry place, protected from moisture

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    2-Fluoropyridine-3-boronic acid pinacol ester
    2-Fluoropyridine-3-boronic acid pinacol ester is an important intermediate in organic synthesis and is widely used in medicine, pesticides, materials and other fields. Its chemical properties are unique and it is composed of fluoropyridine and borate pinacol esters.
    In this compound, the introduction of fluorine atoms significantly affects the electron cloud distribution and spatial structure of the molecule. Fluorine has strong electronegativity, which can enhance the lipophilicity of molecules and enhance its ability to bind to biological targets. In pharmaceutical research and development, it helps to improve the activity and bioavailability of drugs.
    Pyridine ring, as a nitrogen-containing heterocycle, is weakly basic and can participate in various nucleophilic and electrophilic reactions. The electron cloud distribution on the ring is affected by the fluorine atom and the boric acid pinacol ester group, and the substitution reaction is more likely to occur at a specific position, creating conditions for the synthesis of derivatives with diverse structures.
    The boric acid pinacol ester part has relatively stable properties, but under specific conditions, it can be converted in the case of nucleophiles or under the catalysis of transition metals. The structure can participate in classical organic reactions such as Suzuki coupling reaction, and react with substrates such as halogenated aromatics or olefins to form carbon-carbon bonds, thereby realizing the construction of complex organic molecules.
    Its physical properties also have characteristics. It is mostly solid at room temperature and has a certain melting point. In common organic solvents, such as dichloromethane, tetrahydrofuran, etc., it has moderate solubility, which is convenient for reaction and separation in organic synthesis operations.
    2-fluoropyridine-3-boronic acid pinacol ester plays a key role in the field of organic synthesis chemistry due to its unique chemical properties, providing an effective way for the preparation of many complex organic compounds.
    What are the main uses of 2-Fluoropyridine-3-boronic acid pinacol ester
    2-Fluoropyridine-3-boronic acid pinacol esters are widely used in the field of organic synthesis. First, they are often the key raw materials for building carbon-carbon bonds. Such as the Suzuki-Miyaura coupling reaction, which is a classic means of forming carbon-carbon bonds in organic synthesis. 2-Fluoropyridine-3-boronic acid pinacol esters can be successfully coupled with halogenated aromatics, halogenated olefins, etc. under the condition of palladium catalysis and the presence of bases, so as to construct biaryl and alkenyl aryl compounds with diverse structures. Such compounds play an important role in the fields of medicinal chemistry and materials science.
    In drug development, biaryl compounds synthesized by this reaction often have unique biological activities and can be used as potential drug lead compounds. For example, some compounds containing specific biaryl structures have the effect of inhibiting proliferation in some tumor cells, providing a new direction for the development of anti-cancer drugs.
    Second, it is also useful in materials science. Functional materials synthesized by related reactions may have special optical and electrical properties. For example, some conjugated polymer materials synthesized can be applied to optoelectronic devices such as organic Light Emitting Diodes (OLEDs) and organic solar cells. Due to its adjustable structure, it can optimize the properties of materials through rational design of reactions, such as improving luminous efficiency and enhancing carrier transport capacity.
    Furthermore, in the field of total synthesis of complex natural products, 2-fluoropyridine-3-boronic acid pinacol ester can be used as a key intermediate to help realize the construction of specific structural fragments in natural product molecules. With its participation in various reactions, fluoropyridine-containing structural units can be accurately introduced to complete the total synthesis of complex natural products, laying the foundation for natural product chemistry research and new drug development.
    What is the synthesis method of 2-Fluoropyridine-3-boronic acid pinacol ester
    The synthesis of 2-fluoropyridine-3-boronic acid pinacol esters is a very important topic in the field of organic synthesis. There are various synthesis paths, and the following are common methods.
    First, halopyridine can be used as a starting material. Take 2-fluoropyridine-3-halopyridine and interact with organometallic reagents, such as organolithium reagent or Grignard reagent. The resulting organometallic intermediate is then reacted with borate esters, such as pinacol borate. In this process, the organometallic reagent metallizes the halogen atom of halopyridine, and then the metallization product undergoes nucleophilic substitution with borate ester to obtain the target product 2-fluoropyridine-3-boronic acid pinacol ester. This path requires attention to the control of reaction conditions, such as reaction temperature, reagent ratio, etc., to prevent side reactions from occurring.
    Furthermore, palladium-catalyzed cross-coupling reaction can also be used. Using 2-fluoropyridine-3-halide and pinacol borate as raw materials, the reaction is carried out in a basic environment in the presence of palladium catalysts, such as tetra (triphenylphosphine) palladium. The function of the base is to assist the catalyst in activating the substrate and promoting the reaction. This method has the advantages of high selectivity and relatively mild reaction conditions. However, the cost of the catalyst is higher, and the cost factor needs to be considered.
    In addition, pyridine derivatives are used as raw materials. The pyridine ring is first modified, boron groups are introduced, and then the esterification reaction is carried out to form a boric acid pinacol ester structure with pinacol alcohol. This approach has many steps, but it may be a feasible method for specific starting materials. During the synthesis process, the reaction products of each step need to be separated and purified. Common methods include column chromatography, recrystallization, etc., to ensure the purity of the final product.
    2-Fluoropyridine-3-boronic acid pinacol ester what to pay attention to when storing
    2-Fluoropyridine-3-boronic acid pinacol esters are commonly used reagents in organic synthesis. When storing, many aspects need to be paid attention to.
    The first to bear the brunt, the control of temperature is crucial. This compound should be stored in a low temperature environment, usually 2-8 ° C. Because of this temperature range, it can effectively slow down the rate of chemical reactions that may occur, and avoid decomposition or deterioration due to excessive temperature. If the storage temperature is too high, the molecular activity will be enhanced, or the structure will be changed, resulting in changes in its chemical properties, which will affect the effect of subsequent use.
    Second, the effect of humidity should not be underestimated. It should be stored in a dry place, away from water vapor. Because borate esters are prone to react with water, after hydrolysis, the original structure is damaged and its efficacy as a synthetic reagent is lost. Therefore, the storage place should be equipped with a desiccant to maintain a dry environment.
    Furthermore, light will also play a role in its stability. This substance should be stored away from light and can be placed in a brown bottle or stored in a dark place. Light may provide energy to stimulate molecular excitation, causing unnecessary reactions that compromise the purity and activity of the compound.
    In addition, the storage place should be kept well ventilated. If the storage space is not well ventilated, once the compound evaporates, the accumulated gas may cause a safety hazard, and it may also have adverse effects on the compound itself.
    And it is necessary to pay attention to the isolation of other chemical substances. Because of its specific chemical properties, if it comes into contact with some incompatible substances, or causes a violent reaction, it will endanger the storage safety and change its own properties.
    All of these are what should be paid attention to when storing 2-fluoropyridine-3-boronic acid pinacol ester, so as to ensure its quality and performance for subsequent synthesis experiments.
    What is the market price of 2-Fluoropyridine-3-boronic acid pinacol ester?
    I look at the "2 - Fluoropyridine - 3 - boronic acid pinacol ester" you are asking about, which is a chemical substance. Its market price varies due to many factors, and it is difficult to determine its exact price.
    In terms of its influencing factors, one is yield. If the product is abundant in output and sufficient in supply, its price may become more affordable according to the reason of market supply and demand. On the contrary, if the output is scarce and the supply is in short supply, the price will rise. The second is purity. Those with high purity are difficult to prepare, the cost is high, and the price is not cheap; while those with less purity may be slightly lower. The third is market demand. If the industry has a strong demand for this product and merchants compete for it, the price will also rise; if the demand is weak, the price will not be high.
    Looking at the market in the past, the price of such fine chemicals often fluctuates in a large range. For ordinary quality and average purity, the price per gram may be in the tens of yuan. However, if the purity is extremely high and suitable for high-end scientific research or special industrial use, the price per gram can reach more than 100 yuan, or even higher, to hundreds of yuan is unknown.
    To obtain the exact market price of this product, it is advisable to consult chemical product suppliers and chemical reagent sales platforms. They can tell you the exact price according to the current inventory, cost and market conditions. And there may be differences in the quotations of different suppliers. After repeated inquiries and comparisons, a cost-effective choice can be obtained.