1 Methyl 5 4 4 5 5 Tetramethyl 1 3 2 Dioxaborolan 2 Yl Pyrrolo 2 3 B Pyridine
pyridine pyrrole pyrazine piperidine piperazine

1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine

    Specifications

    HS Code

    112497

    Chemical Formula C16H25BN2O2
    Molecular Weight 288.19
    Appearance Solid (usually)
    Solubility In Water Low solubility
    Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane
    Logp Estimated to be relatively lipophilic
    Stability Stable under normal conditions, but sensitive to strong oxidizing agents

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    Frequently Asked Questions

    As a leading 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.

    What is the main use of 1-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrrolo [2,3-b] pyridine
    1 - methyl - 5 - (4,4,5,5 - tetramethyl - 1,3,2 - dioxaborolan - 2 - yl) pyrrolo [2,3 - b] pyridine is an organic compound. Its main uses are extensive, and in the field of organic synthesis, this compound is often used as a key intermediate.
    The art of organic synthesis requires delicate strategies and suitable reagents to construct the structure of complex organic molecules. Due to the heterocyclic structure of boron, this compound has unique reactivity and can participate in a variety of key reactions, such as Suzuki coupling reaction. Suzuki coupling reactors are an important means of forming carbon-carbon bonds in organic synthesis. By reacting with halogenated aromatics or halogenated olefins in the presence of palladium catalysts and bases, carbon-carbon bonds can be precisely constructed, providing an effective way for the creation of various nitrogen-containing heterocyclic compounds. This is of great significance in the field of medicinal chemistry.
    In the field of medicinal chemistry, compounds with nitrogen-containing heterocyclic structures often have significant biological activities. Using this compound as a starting material and undergoing a series of chemical transformations, a variety of molecules with potential medicinal value can be prepared. Researchers hope to modify its structure and adjust the physicochemical properties and biological activities of the compounds to develop new drugs for the treatment of various diseases, such as cancer and neurological diseases.
    Furthermore, in the field of materials science, this compound may participate in the preparation of functional materials. Due to its unique chemical structure, or endowing materials with specific optical and electrical properties, it paves the way for the creation of new functional materials, such as organic optoelectronic materials.
    1-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrrolo [2,3-b] pyridine, with its unique structure and reactivity, plays an important role in many fields such as organic synthesis, drug development and materials science, providing important impetus and opportunities for the development of related fields.
    What are the synthesis methods of 1-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrrolo [2,3-b] pyridine
    1 - methyl - 5 - (4,4,5,5 - tetramethyl - 1,3,2 - dioxaborolan - 2 - yl) pyrrolo [2,3 - b] pyridine is a key intermediate in the field of organic synthesis. Its synthesis methods are quite diverse, and the main ones are selected here.
    The method of Suzuki - Miyaura coupling reaction derivatization is first introduced. First, 5-halo-1-methylpyrrolo [2,3-b] pyridine and diphenol borate are taken as starting materials. Under the help of palladium catalysts such as tetra (triphenylphosphine) palladium (Pd (PPh)), in the alcohol solution of alkali such as potassium carbonate (K 2O CO 🥰) or the mixed solvent system of dioxane and water, after heating and stirring, the two coupling reactions occur. The halogen atom is replaced by borate group, so as to obtain the target product. In this process, the palladium catalyst activates the halogen, the base participates in the regulation of the reaction equilibrium, and the solvent has a significant impact on the reaction rate and yield. < Br >
    Another method is to react 1-methyl-5- (trimethylstannyl) pyrrolo [2,3-b] pyridine with pinacol borane. Under the catalysis of metal catalysts, the two undergo metal transfer reaction, and the tin group is replaced by borate group to form the target product. This reaction condition is relatively mild and has its own characteristics on substrate requirements. The selection and dosage of metal catalysts, reaction temperature and time need to be carefully regulated to obtain satisfactory yields.
    Another method is to react 1-methyl-5- (bromomagnesio) pyrrolo [2,3-b] pyridine with borate ester. First, 5-bromo-1-methylpyrrolo [2,3-b] pyridine is reacted with magnesium powder in anhydrous ether or tetrahydrofuran to make Grignard reagent, and then reacted with 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-one, and then hydrolyzed to obtain the target product. For this synthesis route, the preparation of Grignard reagent requires anhydrous and anaerobic, and the reaction process requires strict control of conditions. The post-treatment also requires fine operation to maintain the purity and yield of the product.
    All synthesis methods have their own advantages and disadvantages. In practical application, when considering the availability of raw materials, the difficulty of reaction conditions, cost-effectiveness and product purity, the choice should be made carefully.
    What are the physicochemical properties of 1-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrrolo [2,3-b] pyridine
    1 - methyl - 5 - (4,4,5,5 - tetramethyl - 1,3,2 - dioxaborolan - 2 - yl) pyrrolo [2,3 - b] pyridine, which is an organic compound. Its physicochemical properties are quite important, related to its performance in various chemical reactions and practical applications.
    Let's talk about the physical properties first. Generally speaking, such boron-containing compounds with heterocyclic structures are mostly solid at room temperature. Due to the existence of various forces between molecules, such as van der Waals force and possible hydrogen bonding, the molecules are closely arranged, so they form a solid state. Its melting point will vary depending on the strength of intermolecular forces. Generally speaking, due to the complexity and rigidity of the molecular structure, the melting point may be in a relatively high range, or between 100 ° C and 200 ° C. The solubility of this compound is also worthy of attention because it contains polar boroxy bonds and relatively non-polar hydrocarbon structures. In organic solvents, such as halogenated hydrocarbon solvents such as dichloromethane and chloroform, and polar aprotic solvents such as acetonitrile, it may exhibit some solubility. In water, because its overall structure is not highly hydrophilic, solubility may be poor.
    As for chemical properties, the boron ester structure in the molecule is the 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl part, which has unique reactivity. This boron ester can participate in many important organic reactions, such as the Suzuki-Miyaura coupling reaction. In this reaction, boron esters can couple with halogenated aromatics or halogenated olefins under the action of palladium catalysts and bases to form new carbon-carbon bonds, which provides an effective way to construct complex organic molecular structures. At the same time, the thick heterocyclic structure of pyridine and pyrrole also endows the molecule with a certain alkalinity, because the lone pair electrons on the nitrogen atom can accept protons. In addition, due to the distribution of electron clouds on the heterocyclic ring, under appropriate conditions, electrophilic substitution may occur, and the substitution check point or the electronic effect of the substituent on the ring is affected by the space effect.
    What is the price range of 1-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrrolo [2,3-b] pyridine in the market?
    I do not know the price range of 1 - methyl - 5 - (4, 4, 5, 5 - tetramethyl - 1, 3, 2 - dioxaborolan - 2 - yl) pyrrolo [2, 3 - b] pyridine in the market. This compound is not familiar to me, and the market price often varies depending on factors such as quality, purity, supplier, and purchase quantity.
    If you want to know its price, you can consult the chemical raw material supplier. Today, many suppliers have online platforms to find this compound on their websites and view their quotations. Or call the supplier sales team to detail your needs, and they will give you a definite quotation based on purchase quantity and other details.
    Or refer to the chemical product trading platform, which may have trading information on this compound, which can help you roughly understand its price range. However, it should be noted that prices on different platforms may vary, and market conditions are changeable. The actual price should be subject to the current inquiry.
    What is the stability of 1-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrrolo [2,3-b] pyridine
    1 - methyl - 5 - (4,4,5,5 - tetramethyl - 1,3,2 - dioxaborolan - 2 - yl) pyrrolo [2,3 - b] pyridine is an organic compound whose stability is crucial in chemical research and practical applications.
    The main factor affecting the stability of this compound is its chemical structure. The borate ester structure part of the boron atom in the molecule, namely 4,4,5,5 - tetramethyl - 1,3,2 - dioxoboronheterocyclopentane - 2 - group, imparts specific stability to the molecule. The covalent bonds formed between boron atoms and neighboring oxygen atoms are relatively stable, and the steric hindrance effect of tetramethyl groups can effectively hinder the attack of external reagents on boron atoms, thereby improving the overall stability.
    Furthermore, the pyridyl-pyrrole structural unit also contributes to the stability. The fused ring system has a conjugated structure, and the electron cloud is delocalized in the entire ring system, which enhances the stability of the molecule. At the same time, although the 1-methyl substituent has a relatively small impact on the overall stability, it changes the electron cloud distribution of the molecule to a certain extent, which in turn has a subtle effect on the stability.
    Environmental factors also have a significant impact on its stability. Under normal temperature, pressure and dry conditions, the compound is usually stable and can be stored for a long time without significant changes. However, in high temperature, humidity or the presence of specific chemical reagents, the stability can be challenged. For example, when exposed to water, the borate ester structure may undergo hydrolysis reaction, resulting in molecular structure destruction. In strong oxidation or reduction environments, the unsaturated bonds in the pyridine-pyrrole structure may react, resulting in a decrease in the stability of the compound.
    In summary, 1-methyl-5- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyrrolo [2,3-b] pyridine is stable under normal conditions, but under the action of specific environmental factors, the stability will change, and these factors need to be fully considered in practical application and storage.