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What is the chemical structure of methyl 3-bromoH-imidazo [1,2-a] pyridine-7-carboxylate
This substance is "methyl 3-bromo-1H-imidazolo [1,2-a] pyridine-7-carboxylate". Its chemical structure is as follows:
imidazolo [1,2-a] pyridine is the core mother ring structure. This structure is formed by fusing an imidazole ring with a pyridine ring. Specifically, the imidazole ring is a five-membered nitrogen-containing heterocycle with two nitrogen atoms, and the pyridine ring is a six-membered nitrogen-containing heterocycle. The two are connected by specific atoms to form a fused ring system.
On the basis of this core structure, bromine atoms are introduced at position 3, that is, bromine atoms are directly connected to the No. 3 carbon atom in the imidazolo [1,2-a] pyridine structure.
At position 7, the carboxylic acid ester group is connected, precisely the methyl ester group formed by the esterification reaction between carboxylic acid and methanol, that is, the -COOCH 🥰 structure is connected to the No. 7 carbon atom.
In summary, the chemical structure of "methyl 3-bromo-1H-imidazolo [1,2-a] pyridine-7-carboxylate" is imidazolo [1,2-a] pyridine as the core, with bromine atom substitution at position 3 and methyl ester group at position 7.
What are the main uses of methyl 3-bromoH-imidazo [1,2-a] pyridine-7-carboxylate
Methyl 3-bromo-H-imidazo [1,2-a] pyridine-7-carboxylate is an organic compound with a wide range of uses.
In the field of medicinal chemistry, it is often used as a key intermediate. Many drug development requires the construction of a specific heterocyclic structure. The imidazole-pyridine structural unit of this compound can impart unique biological activity and pharmacological properties to drug molecules. For example, it can be chemically modified to add different substituents to adjust the affinity and selectivity of drugs to specific targets, and then innovative drugs for specific diseases (such as certain cancers, neurological diseases, etc.) can be developed. < Br >
In the field of materials science, due to its unique electronic structure and chemical stability, it may be involved in the preparation of functional materials. For example, it is used to synthesize organic materials with specific optical and electrical properties, and plays a role in devices such as organic Light Emitting Diodes (OLEDs) and sensors. Its bromine atoms and carboxyl methyl esters and other groups can chemically react to build an ordered molecular structure, thereby regulating the properties of materials.
In organic synthetic chemistry, it is an extremely important synthetic building block. Chemists can use the nucleophilic substitution reaction of bromine atoms, hydrolysis of carboxyl methyl esters, esterification, amidation and other reactions to derive a series of compounds with diverse structures, providing rich options for the design of organic synthesis routes, expanding the structural diversity of organic compounds, and assisting in the creation of new organic molecules.
What is the synthesis method of methyl 3-bromoH-imidazo [1,2-a] pyridine-7-carboxylate
The preparation of methyl 3-bromo-H-imidazolo [1,2-a] pyridine-7-carboxylic acid esters is an important task in organic synthesis. This synthesis can follow multiple paths.
First, imidazolo [1,2-a] pyridine-7-carboxylic acid is used as the starting material. First, it is mixed with methanol, and a strong acid is used as the catalyst, such as concentrated sulfuric acid or p-toluenesulfonic acid. Under the condition of heating and refluxing, the esterification reaction is carried out to obtain imidazolo [1,2-a] pyridine-7-carboxylic acid methyl ester. Subsequently, with this ester as the substrate, in an appropriate solvent, such as dichloromethane, a brominating agent, such as N-bromosuccinimide (NBS), and benzoyl peroxide as the initiator, under light or heat, the bromination reaction is carried out, so that the target product methyl 3-bromo-H-imidazolo [1,2-a] pyridine-7-carboxylic acid ester can be obtained.
Another way is to construct compounds containing pyridine structures first, then introduce imidazole rings, and then realize esterification and bromination. For example, a suitable pyridine derivative is used to build the skeleton of imidazolo [1,2-a] pyridine through multi-step reactions, such as nucleophilic substitution, cyclization, etc. After that, the obtained product is carboxylated, and then esterified and brominated steps can also achieve the goal.
However, the synthesis method needs to pay attention to the control of the conditions of each step of the reaction. During esterification, the amount of catalyst, reaction temperature and time will affect the yield. During bromination, the amount of brominating reagent and the control of the reaction environment are all related to the purity and yield of the product. And after each step of reaction, proper separation and purification methods, such as column chromatography, recrystallization, etc. are required to remove impurities and obtain a pure product.
What are the physicochemical properties of methyl 3-bromoH-imidazo [1,2-a] pyridine-7-carboxylate
Methyl 3-bromo-H-imidazolo [1,2-a] pyridine-7-carboxylic acid ester, this is an organic compound. Its physical and chemical properties are unique and are described in detail by you.
Its properties are usually solid, mostly in the form of white to off-white powder, due to intermolecular interactions and crystallization habits. Its melting point can help to distinguish and purify, but the exact melting point value varies depending on the purity and measurement conditions, and is roughly in a certain temperature range.
In terms of solubility, it varies in organic solvents. Common organic solvents such as dichloromethane and chloroform have a certain solubility in them due to the lipophilic part in their molecular structure, and can be soluble to a certain concentration, which is convenient for use as a reaction medium or for separation and purification in organic synthesis operations. In water, due to the strong hydrophobicity of the whole molecule, the solubility is very small, and only a very small amount can be dispersed in the aqueous phase.
Stability is related to its preservation and application. Under normal temperature and pressure, dry and dark environment, it is relatively stable, and the molecular structure is not easy to change spontaneously. However, in case of strong acids and strong bases, the active sites such as ester groups and bromine atoms are vulnerable to attack. In case of strong acid, ester group or hydrolysis, the corresponding carboxylic acid and alcohol are formed; in case of strong base, bromine atoms may be replaced, or other reactions such as intramolecular cyclization may be initiated.
In addition, the compound under heating conditions, or due to the increase of intra-molecular energy, causes chemical bond breaking and rearrangement. And sensitive to light, light may stimulate intramolecular electron transitions and cause structural changes, so it needs to be stored in a cool and dark place. Its physical and chemical properties have a profound impact on its application in organic synthesis, pharmaceutical chemistry and other fields. During synthesis, suitable reaction conditions and solvents need to be selected according to their properties to achieve the expected reaction effect.
What is the market outlook for methyl 3-bromoH-imidazo [1,2-a] pyridine-7-carboxylate
Now this "methyl 3-bromoH-imidazo [1,2-a] pyridine-7-carboxylate" is an organic compound, which can be observed from various aspects in terms of market prospects.
Looking at its field, such nitrogen-containing heterocyclic compounds are often used in medicinal chemistry, materials science and other fields. In the field of medicine, many imidazolopyridine-containing structures have potential biological activities or can be used as lead compounds for the development of new drugs. At present, there is a great demand for novel structures and bioactive molecules in pharmaceutical research and development. If this compound is proved to have good pharmacological activities, such as anti-cancer, anti-inflammatory, antibacterial and other properties, it will gain a lot of ground in the pharmaceutical market.
In terms of materials science, nitrogen-containing heterocyclic compounds can be used to prepare optoelectronic materials. If this "methyl 3-bromoH-imidazo [1,2-a] pyridine-7-carboxylate" has unique optoelectronic properties, such as fluorescence, conductivity, etc., it may have considerable applications in organic Light Emitting Diodes, sensor materials, etc. Today, the market for organic optoelectronic materials is booming, and the demand for compounds with special properties is increasing.
However, its market prospects are also constrained by many factors. The cost of synthesizing the compound is a key. If the synthesis steps are cumbersome, expensive reagents or catalysts are required, which will lead to high production costs and a disadvantage in market competition. Furthermore, the research and development cycle is also a major factor. In the field of medicine, from the discovery of compounds to the launch of new drugs, long pharmacological, toxicological studies and clinical trials must be carried out, which is a long and expensive process. If R & D is blocked, such as biological activity not meeting expectations or toxicity problems, the road to market transformation will be difficult.
In terms of material application, although the prospects are promising, the promotion of new materials also needs to overcome many difficulties. It needs to compete with existing materials to meet the performance, stability and cost requirements of practical applications. Therefore, in general, "methyl 3-bromoH-imidazo [1,2-a] pyridine-7-carboxylate" will have a bright future in the market if it can overcome the problems of synthesis cost and R & D cycle, and give full play to its potential advantages in the field of medicine and materials. Otherwise, it may face difficulties.