7 Bromo 3h Imidazo 4 5 B Pyridine
pyridine pyrrole pyrazine piperidine piperazine

7-Bromo-3H-imidazo[4,5-b]pyridine

    Specifications

    HS Code

    299751

    Name 7-Bromo-3H-imidazo[4,5-b]pyridine
    Chemical Formula C6H4BrN3
    Molar Mass 196.02 g/mol
    Appearance Solid (usually)
    Color May vary, often white to off - white
    Odor Typically has a characteristic organic odor
    Melting Point Data may vary depending on purity
    Boiling Point Data may vary depending on purity
    Solubility In Water Low solubility in water
    Solubility In Organic Solvents Soluble in some organic solvents like DMSO, DMF
    Pka Value Relevant data depends on experimental conditions
    Cas Number 61852-63-3

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    General Information
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    Frequently Asked Questions

    As a leading 7-Bromo-3H-imidazo[4,5-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 are the chemical properties of 7-bromo-3H-imidazolo [4,5-b] pyridine?
    7-Chloro-3H-indolo [4,5-b] pyridine, this is an organic compound. Its chemical properties are unique and have a variety of characteristics.
    From the structural point of view, the compound contains the fused structure of chlorine atoms and indolo-pyridine. The introduction of chlorine atoms significantly affects the electron cloud distribution and spatial configuration of the molecule, making its chemical properties unique. Due to its high electronegativity, chlorine atoms can enhance molecular polarity and play a key role in nucleophilic substitution, electrophilic substitution and other reactions.
    In nucleophilic substitution reactions, chlorine atoms can be used as leaving groups and replaced by other nucleophilic reagents. For example, if there are suitable nucleophiles, such as alkoxides, amines, etc., the chlorine atom may be replaced by the corresponding group to form a new derivative. This reaction mechanism often involves the attack of the nucleophile on the chlorine-containing carbon atom, and the chlorine atom carries a pair of electrons away, thereby forming a new chemical bond.
    In the electrophilic substitution reaction, the fused structure of indole and pyridine provides multiple reaction check points. The structure is rich in electrons and is attractive to electrophilic reagents. The specific location of the electrophilic reagent or the attack of the indole ring or the pyridine ring depends on the distribution of electron cloud density on the ring and the localization effect of the substituent. In general, the activity of indole ring is higher, and electrophilic reagents are more likely to attack specific positions of indole ring, such as 3-position, etc., to generate corresponding substitution products.
    In addition, the nitrogen atom of this compound can exhibit certain alkalinity due to its lone pair of electrons, and can react with acid and base to form salt compounds. This basic property also affects its morphology and chemical behavior in solution.
    Furthermore, due to the conjugated system in the molecule, 7-chloro-3H-indolo [4,5-b] pyridine may have certain optical and electrical properties, and may have potential applications in fields such as optoelectronic materials. The existence of conjugated systems can promote the delocalization of electrons, affect the absorption and emission spectra of molecules, or make them fluorescence and other characteristics, which may play a role in the fabrication of optoelectronic devices.
    What are the common synthesis methods of 7-bromo-3H-imidazolo [4,5-b] pyridine?
    7-Bromo-3H-indolo [4,5-b] pyridine is an important compound in the field of organic synthesis. Its common synthesis methods are as follows:
    1. ** Transition metal catalysis **:
    - Taking palladium catalysis as an example, halogenated aromatics and nitrogen-containing heterocyclic substrates can be used. Under the action of palladium catalysts such as palladium acetate and ligands such as tri-tert-butylphosphine, in suitable bases and solvents, it is obtained by carbon-nitrogen coupling reaction. This reaction condition is relatively mild and has good selectivity. For example, using suitable bromopyridine derivatives and indole derivatives as raw materials, in palladium acetate, potassium carbonate and 1,4-dioxane solvents, the reaction is heated and stirred, and the target product can be obtained through multi-step conversion.
    -nickel catalysis is also a common means, and the cost of nickel catalysts is relatively low. Select suitable nickel salts and ligands to form a catalytic system to react halides with nucleophiles to form carbon-nitrogen bonds, and realize the synthesis of 7-bromo-3H-indolo [4,5-b] pyridine. Its advantage is that different halogenated substrates can be selected to expand the reaction path.
    2. ** Cyclization reaction method **:
    - Synthesis with the help of molecular close-ring reaction. For example, a specific structure precursor is designed, containing reactive functional groups, such as amino and halogen atoms. Under suitable reaction conditions, reactions such as nucleophilic substitution occur in the molecule, and the close-ring formation of the target indolopyridine structure. Using phenethylamine derivatives with ortho-halogen atoms and amino groups as starting materials, under the action of bases, the 7-bromo-3H-indolopyridine core skeleton is constructed by intramolecular cyclization reaction, and the target product can be obtained by subsequent modification.
    - Cyclization strategy using the type of Foucault reaction. Using aromatic derivatives and acylating reagents, under the catalysis of Lewis acid, acylation reaction occurs first, and then intramolecular rearrangement, cyclization and other steps are taken to generate indolopyridine compounds. If the raw materials are properly selected and designed, bromine atoms can be effectively introduced to realize the synthesis of 7-bromo-3H-indolo [4,5-b] pyridine.
    3. ** Multi-step synthesis method **:
    - Starting from simple raw materials, the molecular structure is gradually constructed through multi-step reaction. For example, indole or pyridine fragments are synthesized first, and then the two are connected through suitable reactions, and then bromine atoms are introduced. The indole structure can be synthesized from aniline and pyruvate as raw materials through multi-step reaction, and then connected with pyridine derivatives through coupling reaction, and finally brominated at a suitable position to obtain 7-bromo-3H-indolo [4,5-b] pyridine. Although this method has many steps, it has relatively broad requirements for raw materials, and can flexibly adjust the reaction route and conditions.
    - Simulation method using biosynthetic ideas. Draw on the principle of biosynthetic related compounds in nature to design a chemical synthesis route. Although there are relatively few biosynthetic methods used in the synthesis of this compound at present, with the deepening of research, novel and green synthetic pathways may be developed, providing new ideas for the synthesis of 7-bromo-3H-indolo [4,5-b] pyridine.
    In what fields is 7-bromo-3H-imidazolo [4,5-b] pyridine used?
    7-Bromo-3H-indolo [4,5-b] pyridine, this substance has applications in many fields such as medicine, materials science, organic synthesis, etc.
    In the field of medicine, it is a promising intermediate for drug synthesis. Due to its unique chemical structure and activity, it can be chemically modified to construct a variety of compound libraries, providing many possibilities for the development of new drugs. For example, in the development of anti-tumor drugs, researchers hope that by modifying the structure of 7-bromo-3H-indolo [4,5-b] pyridine, they can obtain drugs that can precisely act on specific targets of tumor cells, interfere with tumor cell growth, proliferation and metastasis, and provide a new direction for the fight against cancer. In the treatment of neurological diseases, it can also be designed and developed based on this substance to regulate neurotransmitter transmission and repair nerve cells, which is of great significance for the treatment of Parkinson's disease, Alzheimer's disease and other diseases.
    In the field of materials science, 7-bromo-3H-indolo [4,5-b] pyridine can be used to prepare organic optoelectronic materials. Because of its special electronic structure, it can be used in optoelectronic devices such as organic Light Emitting Diode (OLED) and organic solar cells to improve the photoelectric conversion efficiency and stability of the device. In OLED displays, materials containing this substance can emit specific color light, improve the color saturation and clarity of the display screen, and contribute to the progress of display technology.
    In the field of organic synthesis, 7-bromo-3H-indolo [4,5-b] pyridine, as a key intermediate, participates in the construction of complex organic molecules. With the help of various organic reactions, such as palladium-catalyzed cross-coupling reaction, it can be linked with different functionalization reagents to synthesize complex and diverse organic compounds, providing a powerful tool for the development of organic synthesis chemistry and promoting progress in the fields of new functional materials and total synthesis of natural products.
    What is the approximate market price of 7-bromo-3H-imidazolo [4,5-b] pyridine?
    Wen Jun's inquiry is about the market price of 7-tritium-3H-furano [4,5-b] pyridine. This compound is radioactive due to its tritium content, and its trade and use are strictly regulated, making it unusual for the market.
    For scientific research purposes, the price often varies according to purity, quantity and market supply and demand. However, due to the complexity and high cost of obtaining and processing tritium, the preparation of tritium-containing compounds is also difficult, so 7-tritium-3H-furano [4,5-b] pyridine is expensive.
    If it is high purity and small dose, in milligrams, the price per milligram may reach thousands of dollars. If the demand quantity is large, the price may be slightly reduced due to the scale effect, but it is still at a high level. And the transaction of such special chemicals must comply with relevant regulations and safety procedures, and can only be done after a specific licensing process.
    In short, its price fluctuates due to many factors and is limited to special channels and uses, so it is difficult to generalize and determine the specific value.
    How is the purity of 7-bromo-3H-imidazolo [4,5-b] pyridine determined?
    To determine the purity of 7% ether-3H-indolo [4,5-b] pyridine, the following ancient methods can be used.
    The first method to determine the melting point. Prepare a refined melting point tester, take an appropriate amount of the substance in a clean capillary tube, and fill it densely. Place it in the melting point meter, slowly heat up, and closely observe the change of its state. If the substance is pure, its melting point should be sharp and fixed, in line with the standard melting point stated in the books. If it contains impurities, the melting point will drop and the melting range will be lengthened.
    The second is the method of thin-layer chromatography. Select a suitable silica gel plate, dip a capillary tube in the solution of the substance, and point it at the end of the plate. Place the plate in a chromatography cylinder containing a suitable development agent, and wait for the development agent to go up to the end of the plate, take it out and dry it. If the iodine or ultraviolet lamp is illuminated, if a single clear spot is seen, and the Rf value is in line with the standard, the purity is quite high; if there are many spots, there is no doubt that it contains impurities.
    In addition, gas chromatography or high-performance liquid chromatography can be used. In gas chromatography, select the appropriate column, and set the appropriate temperature, carrier gas flow rate and other parameters. After injection, the purity can be judged according to the shape and number of the obtained chromatographic peaks. If there is only one main peak and the impurity peak is extremely small, the purity is good. The same is true for high performance liquid chromatography, which adjusts the flow rate, flow matching ratio, etc. Looking at the chromatogram, the pure product should be a single sharp main peak.
    There is also a method of elemental analysis. Measure the content of each element in the substance and compare it with the theoretical value. If there is little deviation, the purity is commendable; if the deviation is too large, it contains impurities and the purity is worrying.
    All ancient methods have their own advantages and disadvantages, and it is appropriate to use them comprehensively to determine the purity of 7-% ether-3H-indolo [4,5-b] pyridine.