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What is the chemical structure of 4H-imidazo [4,5-b] pyridine, 6-bromo-
The chemical structure of 4H-imidazolo [4,5-b] pyridine and 6-bromine is quite delicate. In this compound, the skeleton of imidazolo-pyridine is formed by fusing the imidazole ring with the pyridine ring. The imidazole ring has a five-membered ring structure and contains two nitrogen atoms, showing a unique electron cloud distribution and reactivity. The pyridine ring is a six-membered ring and contains one nitrogen atom. Where the two fuse, they are chemically bonded to form a stable and special framework.
As for 6-bromine, the bromine atom is replaced at the 6 position of the imidazolo-pyridine skeleton. Bromine atoms have a large atomic radius and electronegativity, which significantly affects the electron cloud density and spatial structure of molecules. The existence of bromine atoms makes the compound exhibit different reaction characteristics in many chemical processes such as nucleophilic substitution and electrophilic reactions. Due to its electronegativity, it can induce electron cloud migration, change the charge distribution of surrounding atoms, and then affect the chemical activity and physical properties of the molecule as a whole, such as polarity and solubility. In this way, the chemical structures of 4H-imidazolo [4,5-b] pyridine and 6-bromine interact with atoms in their unique combinations, forming an interesting chemical entity, which has potential research value and application prospects in many fields such as organic synthesis and medicinal chemistry.
What are the physical properties of 4H-imidazo [4,5-b] pyridine, 6-bromo
6-Bromo-4H-imidazolo [4,5-b] pyridine, this is an organic compound with specific physical properties. Its shape or crystalline solid, due to the molecular structure containing bromine atoms and imidazolo-pyridine skeleton, endowing it with unique properties.
When it comes to the melting point, the exact value is affected by the purity and determination method, but it is roughly within a certain range. The melting point of this compound is about a relatively high temperature. This is due to intermolecular forces, such as van der Waals forces and hydrogen bonds, which require more energy to break the lattice structure and transform into a liquid state.
In terms of solubility, it varies from organic solvents. In polar organic solvents such as dimethyl sulfoxide (DMSO) and N, N-dimethylformamide (DMF), there may be good solubility, because of their polarity and molecular structure, they can form intermolecular interactions with 6-bromo-4H-imidazolo [4,5-b] pyridine, such as hydrogen bonds or dipole-dipole interactions, which help them disperse and dissolve. In non-polar organic solvents such as n-hexane, the solubility is poor, because non-polar molecules are difficult to interact with the polar structure of the compound.
In addition, 6-bromo-4H-imidazolo [4,5-b] pyridine is often used as an intermediate in the field of organic synthesis, participating in many chemical reactions, such as nucleophilic substitution reactions, providing a basis for the synthesis of more complex organic compounds.
What are the common uses of 4H-imidazo [4,5-b] pyridine, 6-bromo-
6-Bromo-4H-imidazolo [4,5-b] pyridine, this is an organic compound. Its common use is of great significance in the field of organic synthesis.
cap can be used as a key intermediate for the preparation of many bioactive compounds due to its unique structure. For example, in the field of medicinal chemistry, chemists often use it as a starting material through various chemical reactions to construct a novel drug molecular skeleton. The bromine atom of this compound is highly active and can participate in nucleophilic substitution reactions, introduce different functional groups, expand the diversity of molecules, and lay the foundation for the development of drugs with specific pharmacological activities.
Furthermore, in the field of materials science, 6-bromo-4H-imidazolo [4,5-b] pyridine has also emerged. With rational molecular design and chemical modification, it can be integrated into polymer materials or functional materials to endow materials with unique photoelectric properties, or to improve the stability and functionality of materials, such as in the creation of organic Light Emitting Diodes, sensors and other materials.
In addition, at the level of scientific research and exploration, as a model compound, it helps scientists to further explore the mechanism of organic reactions, clarify the relationship between molecular structure and properties, and provide important basis and practical support for the development of organic chemistry theory, promoting the continuous development of organic synthetic chemistry and related disciplines.
What are the synthesis methods of 4H-imidazo [4,5-b] pyridine, 6-bromo-
To prepare 6-bromo-4H-imidazolo [4,5-b] pyridine, there are three methods. First, imidazolo [4,5-b] pyridine is used as the starting material and obtained by bromination. In the reactor, imidazolo [4,5-b] pyridine is placed and dissolved in a suitable solvent, such as dichloromethane, chloroform, etc. Cold to a suitable temperature, usually 0 ° C to room temperature, slowly add brominating agents, such as bromine, N-bromosuccinimide (NBS). Add it, stir at controlled temperature, and monitor the reaction process with thin layer chromatography (TLC). After the raw materials are exhausted, the reaction is quenched with sodium bicarbonate solution, and the solution is separated. The organic phase is dried with anhydrous sodium sulfate, the solvent is removed by rotary evaporation, and the purified product is obtained by column chromatography.
Second, the imidazolo [4,5-b] pyridine skeleton is constructed with suitable nitrogen-containing heterocycles and brominated reagents. First take the nitrogen-containing heterocyclic substrate and react with the brominated reagent in the presence of a base. The base can be selected from potassium carbonate, sodium carbonate, etc., in an organic solvent such as acetonitrile, N, N-dimethylformamide (DMF), heat and stir. After the reaction is completed, the post-treatment is as before, and the target product is obtained through extraction, drying, rotary evaporation,
Third, prepared by a palladium-catalyzed coupling reaction. Take imidazolopyridine derivatives containing suitable substituents, with bromoaromatics or bromoheteroaromatics, in the presence of palladium catalysts such as tetra (triphenylphosphine) palladium (Pd (PPh)), with the assistance of ligands such as tri-tert-butylphosphine, and the base is cesium carbonate, etc., in an organic solvent such as toluene, under the protection of nitrogen. After the reaction, 6-bromo-4H-imidazolo [4,5-b] pyridine is obtained by filtration of solids, extraction, drying, column chromatography, etc. Each method has its advantages and disadvantages, and it is necessary to choose the appropriate method according to the actual situation, such as the availability of raw materials, cost, yield, etc.
4H-imidazo [4,5-b] pyridine, 6-bromo - in what fields is it used?
6-Bromo-4H-imidazolo [4,5-b] pyridine, this compound has applications in pharmaceutical research and development, materials science and many other fields.
In the field of pharmaceutical research and development, due to its unique chemical structure, it can be closely bound to specific biological targets. For example, in the development of anti-tumor drugs, it can precisely act on key proteins of abnormal signaling pathways in tumor cells, such as some kinases, by inhibiting their activity, blocking the proliferation and metastasis pathways of tumor cells, bringing new opportunities to overcome cancer problems. In the exploration of drugs for neurological diseases, it can modulate the activity of neurotransmitter receptors or related enzymes, and is expected to become a potential drug precursor for the treatment of neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.
In the field of materials science, 6-bromo-4H-imidazolo [4,5-b] pyridine can be used as a key building block for building functional materials. In organic optoelectronic materials, its structure can effectively adjust the optical and electrical properties of materials, and is used to prepare organic Light Emitting Diodes (OLEDs) with excellent performance to improve the luminous efficiency, color saturation and resolution of display devices. In the field of sensor materials, with the selective identification and response characteristics of specific substances, high-sensitivity and high-selectivity chemical sensors can be developed to achieve rapid and accurate detection of environmental pollutants and biomarkers.
In summary, 6-bromo-4H-imidazolo [4,5-b] pyridine plays an extraordinary role in the field of medicine and materials science, opening up broad prospects for many research and applications.
