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What are the chemical properties of pyridine-2-carboxylate ethyl 4-methoxy-1H-pyrrolo [2,3-b]
Ethyl 4-methoxy-1H-pyrrolido [2,3-b] pyridine-2-carboxylic acid ester, this is an organic compound. Looking at its structure, it contains a pyrrolido-pyridine parent nucleus, with a methoxy group next to it connected to an ethyl ester group.
Let's talk about the physical properties first. This substance is mostly solid at room temperature, or white to pale yellow crystalline powder, with a specific melting point, which can be obtained by melting point measurement experiments. Because its structure contains polar groups, it has a certain solubility in polar organic solvents, such as methanol, ethanol, and dichloromethane, but has little solubility in water.
Let's talk about chemical properties. Its ethyl ester group can be hydrolyzed, and it can react with acid or base. Under acidic conditions, hydrolysis is slow to obtain 4-methoxy-1H-pyrrolido [2,3-b] pyridine-2-carboxylic acid and ethanol; under basic conditions, hydrolysis is faster, and corresponding carboxylate and ethanol are generated.
Oxygen in methoxy group has lone pair electrons and can participate in electronic effects. On the benzene ring, it can produce a conjugation effect of electrons, which affects the density of the pyrrolido-pyridine parent nucleus and causes changes in the reactivity of the parent nucleus at a specific position.
The nitrogen atom of the pyrrolido-pyridine parent nucleus has a certain alkalinity and can form salts with acids. And the parent nucleus conjugate system is stable and can participate in a variety of electrophilic substitution reactions, such as halogenation, nitrification, sulfonation, etc. The reaction check point is mostly affected by the localization effect of methoxy and ethyl ester groups.
This compound plays an important role in the field of organic synthesis and can be used as a key intermediate to create functional molecules such as medicines, pesticides, materials, etc.
What are the synthetic methods of ethyl 4-methoxy-1H-pyrrolo [2,3-b] pyridine-2-carboxylate
There are various ways to synthesize ethyl 4-methoxy-1H-pyrrolido [2,3-b] pyridine-2-carboxylic acid esters. One method can also be initiated by suitable pyridine derivatives. First, the pyridine derivative is interacted with a methoxy-containing reagent under specific conditions to introduce methoxy groups. This process requires attention to the choice of reaction temperature, solvent and catalyst. Too high or too low temperature may affect the efficiency and selectivity of methoxy group introduction. The selected solvent should be able to dissolve the reactants without side reactions with the reactants. The proper choice of catalyst can accelerate the reaction process and improve the reaction yield.
After the methoxy group is successfully introduced, the pyrrole ring is constructed. This step often requires the help of specific organic synthesis reactions, such as cyclization with a compound with a suitable substituent, catalyzed by a suitable base or acid. During the reaction process, the reaction time must be strictly controlled. If the time is too short, the cyclization will be incomplete, and the time will be too long or cause overreaction, resulting in unnecessary by-products.
Another method can be started from the pyrrole derivative. The nitrogen atom of the pyrrole derivative is first protected to prevent it from overreacting in the subsequent reaction. Subsequently, the protected pyrrole derivative reacts with the reagent containing the pyridine structure to form a pyrrolido-pyridine skeleton. After that, under suitable conditions, the protective group on the nitrogen atom is removed, and methoxy and carboxyl ethyl ester groups are introduced. In this process, the reaction conditions of each step need to be carefully adjusted, including the dosage of reagents, reaction temperature, reaction time, etc., to obtain the target product ethyl 4-methoxy-1H-pyrrolido [2,3-b] pyridine-2-carboxylic acid ester. And after each step of the reaction, it needs to be separated and purified by suitable means, such as column chromatography, recrystallization method, etc., to obtain high-purity intermediate products, which lays a good foundation for the next reaction.
Ethyl 4-methoxy-1H-pyrrolo [2,3-b] pyridine-2-carboxylate in which applications
Ethyl 4-methoxy-1H-pyrrolido [2,3-b] pyridine-2-carboxylic acid esters are widely used. In the field of medicine, they may be used as key intermediates to create drugs with specific biological activities. Gain pyrrolido-pyridine compounds often have good biological activities and pharmacological properties, or can act on specific biological targets, such as certain enzymes or receptors, to help develop anti-cancer, anti-inflammatory, antiviral and neurological diseases.
In the field of materials science, such compounds may be used to prepare optoelectronic materials due to their unique molecular structure and electronic properties. It may exhibit good light absorption, emission or charge transport properties, and is expected to play an important role in the field of organic Light Emitting Diode (OLED), solar cells and other optoelectronic devices to improve device performance and efficiency.
In the field of organic synthetic chemistry, ethyl 4-methoxy-1H-pyrrolido [2,3-b] pyridine-2-carboxylic acid esters can be used as an important synthetic building block. With its activity check point, it can build organic compounds with more complex structures and unique functions through various chemical reactions, opening up new paths for organic synthetic chemistry, and assisting in the synthesis of organic molecules with special properties and uses.
Ethyl 4-methoxy-1H-pyrrolo [2,3-b] pyridine-2-carboxylate market prospects
There are currently compounds ethyl + 4 - methoxy - 1H - pyrrolo [2,3 - b] pyridine - 2 - carboxylate, and their market prospects are related to many aspects.
This compound has great potential in the field of pharmaceutical research and development. Looking at the current trend of pharmaceutical development, there is a growing demand for new specific drugs. If this compound can be studied in depth to reveal its unique pharmacological activity, it may become a key raw material for the development of new drugs for the treatment of specific diseases. For example, in the development of drugs for the treatment of nervous system diseases or cardiovascular diseases, its structural characteristics may provide new targets and mechanisms for the treatment of such diseases, opening up new paths for solving the problems of such diseases, so that the pharmaceutical market is expected to occupy a place.
In the field of materials science, there are also opportunities. With the advancement of science and technology, the demand for materials with special properties is increasing. If this compound can be combined with other materials to exhibit unique electrical, optical or mechanical properties, it may be applied to electronic devices, optical materials, etc. For example, in organic Light Emitting Diode (OLED) materials, the device can be given better luminous efficiency and stability, thus finding room for development in the materials market.
However, its market prospects also face challenges. The synthesis process may be complex and costly, and if it cannot be effectively optimized, it will limit large-scale production and application. And the market competition is fierce, and similar or alternative compounds are also competing. If you can't quickly highlight its own advantages and expand the application field, it may be difficult to gain a firm foothold in the market.
Overall, the market prospect of ethyl + 4 - methoxy - 1H - pyrrolo [2,3 - b] pyridine - 2 - carboxylate has potential to be tapped, but it is necessary to overcome the problems of synthesis and competition in order to usher in a bright development prospect.
Is the production process of ethyl 4-methoxy-1H-pyrrolo [2,3-b] pyridine-2-carboxylate complicated?
The production process of ethyl 4-methoxy-1H-pyrrolido [2,3-b] pyridine-2-carboxylic acid ester is not a difficult one. The synthesis of this compound usually follows the general method of organic synthesis.
The selection of starting materials is quite important. Usually, pyridine or pyrrole derivatives suitable for substituents can be selected as starting materials. For example, starting from pyridine derivatives containing specific substituents, the core skeleton of pyrrolido-pyridine can be gradually built by a series of organic reactions.
In the reaction process, the key step or nucleophilic substitution reaction is involved. Under appropriate reaction conditions, the introduction of methoxy groups can be achieved by the reaction of nucleophiles with corresponding halogenates or sulfonate compounds. The nucleophilic substitution reaction requires the selection of a suitable base to promote the forward reaction, and the effect of solvents on the reaction rate and selectivity needs to be considered. Common organic solvents such as N, N-dimethylformamide (DMF), acetonitrile, etc. are often preferred because of their good solubility and stability to reaction intermediates.
When constructing a pyrrole ring, or a cyclization reaction is used. This step requires precise regulation of reaction conditions, such as temperature, reaction time and reactant ratio. If the temperature is too low, the reaction rate is slow; if the temperature is too high, there may be side reactions, resulting in a decrease in the purity of the product.
The formation of carboxylic acid ester functional groups can generally be achieved by the esterification reaction of carboxylic acids and alcohols in the presence of catalysts. Common catalysts include concentrated sulfuric acid, p-toluenesulfonic acid, etc. During the reaction, the water generated by the reaction needs to be removed to promote the equilibrium to move in the direction of the esterified product, which can be achieved by azeotropic distillation and other means.
After each step of the reaction, the separation and purification of the product are also important links. Common methods include column chromatography, recrystallization, etc. Column chromatography achieves separation by the difference in partition coefficients between the stationary and mobile phases of different compounds; recrystallization obtains pure products by dissolving, cooling and crystallizing according to the different solubility of the product and impurities in a specific solvent with temperature.
Overall, the production process of ethyl 4-methoxy-1H-pyrrolido [2,3-b] pyridine-2-carboxylic acid esters involves multi-step reactions and fine regulation, but following the principles and methods of organic synthesis and mastering the main points of each step of the reaction can effectively achieve the synthesis of the target product, which is not an extremely difficult process.