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What are the chemical properties of 1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-iodine-
The chemical properties of 1H-pyrrolido [2,3-b] pyridine, 4-fluoro-3-chlorine are as follows:
This compound contains the core structure of pyrrolido-pyridine. Due to the presence of nitrogen atoms, it has a certain alkalinity, and nitrogen solitary pair electrons can react with acids to form salts. In the electrophilic substitution reaction, the electron cloud distribution of pyrrole ring and pyridine ring is different, and the electron cloud density of pyrrole ring is relatively high, which is more prone to electrophilic substitution at specific positions, such as α position.
The introduction of 4-fluorine and 3-chlorine atoms significantly changes the molecular properties. Fluorine atoms are highly electronegative and have a strong electron-absorbing induction effect, which can reduce the density of electron clouds at neighboring sites, affect the reactivity and selectivity, and make neighboring sites more prone to nucleophilic substitution. Although chlorine atoms also have electron-absorbing induction effects, they are relatively weak compared to fluorine. At the same time, they also have a certain electron-giving conjugation effect, which has unique performance in some reactions.
In terms of stability of this compound, the fluorocarbon bond and chlorocarbon bond energy are relatively large, which endows the molecule with certain stability. However, under high temperature, strong acid-base or specific catalyst environment, these bonds can break and initiate reactions. Its solubility is affected by molecular polarity. Because polar atoms such as nitrogen, fluorine, and chlorine have a certain solubility in polar organic solvents such as alcohols and ketones, their solubility is poor in non-polar
In terms of spectral properties, in infrared spectroscopy, chemical bonds such as nitrogen-hydrogen, carbon-fluorine, and carbon-chlorine have characteristic absorption peaks, which can be used for structure identification. In nuclear magnetic resonance spectroscopy, hydrogen and carbon atoms at different positions exhibit different chemical shifts due to differences in chemical environments, which helps to determine the connection mode and spatial structure of atoms. These chemical properties of this compound make it potential for application in fields such as medicinal chemistry and materials science, laying the foundation for related research and development.
What are the common synthesis methods of 1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-iodine -
The common synthesis methods of 1H-pyrrolido [2,3-b] pyridine and 4-fluoro-3-chlorine generally include the following:
First, the pyridine derivative is used as the starting material, and the nucleophilic substitution reaction is used to introduce fluorine and chlorine atoms, and then the pyrrole ring is constructed. First, a suitable pyridine compound is taken, and in a suitable solvent, with the nucleophilic reagents containing fluorine and chlorine, under the catalysis of a base, nucleophilic substitution is performed to obtain the fluorine-containing and chloropyridine intermediates. Then, this intermediate and alkynes with active hydrogen or enamines, etc., undergo cyclization under the catalysis of transition metals to form a pyrrolido [2,3-b] pyridine structure. The key to this approach lies in the precise regulation of the reaction conditions of nucleophilic substitution and cyclization to improve the yield and purity of the product.
Second, starting from pyrrole derivatives. First prepare pyrrole containing suitable substituents, and then go through the steps of condensation and cyclization with pyridine derivatives. For example, in the presence of a base and a catalyst, pyrrole and halogenated pyridine with specific substituents first condensate to form a carbon-carbon bond or a carbon-nitrogen bond, and then go through intramolecular cyclization to obtain the target product. In this process, the order and conditions of condensation and cyclization reactions have a great impact on the formation of the product.
Third, adopt a multi-component reaction strategy. A variety of raw materials containing nitrogen sources, carbon sources, fluorine and chlorine sources are reacted in one pot. For example, amines, aldides, alkynes and reagents containing fluorine and chlorine are used to construct a pyrrolido [2,3-b] pyridine skeleton in one step under specific catalysts and reaction conditions. The advantage of multi-component reaction is that it is convenient to operate and has high atomic economy. However, it is necessary to carefully optimize the proportion of raw materials and reaction conditions to achieve the ideal synthesis effect.
Fourth, cross-coupling reaction catalyzed by transition metals. Transition metal catalysts, such as palladium and copper, are used to couple different halogenated aromatics or alkenyl halides with nitrogen-containing heterocyclic precursors. First, halogenated pyridine and halogenated pyrrole derivatives are used as substrates, and under the action of palladium catalyst and ligand, a coupling reaction occurs, and then the subsequent functional group transformation and cyclization are carried out to generate 4-fluoro-3-chloro-1H-pyrrolido [2,3-b] pyridine. This method has strict requirements on catalysts and reaction systems, but it can achieve efficient construction of complex structures.
In which fields is 1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-iodine-used?
1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-cyano, is useful in many fields such as medicine and materials.
In the field of medicine, it is a key intermediate for the creation of new drugs. Many drug research and development are carried out for specific diseases. This compound has a unique structure and can precisely bind to specific targets in organisms. For example, in the development of anti-tumor drugs, its structure can be modified to enhance the targeting and inhibition of tumor cells, and interfere with key processes such as the proliferation and invasion of tumor cells, providing a new opportunity to conquer cancer. In the development of drugs for neurological diseases, it can regulate the transmission of neurotransmitters and receptor activity, and has potential value in the treatment of epilepsy, Parkinson's and other diseases.
In the field of materials, 1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-cyano can be used to prepare organic optoelectronic materials. Because of its unique electronic structure and optical properties, it can effectively absorb and emit light of specific wavelengths. In the manufacture of organic Light Emitting Diode (OLED), it can be used as a light-emitting layer material to improve luminous efficiency and color purity, so that the image quality of the display screen is clearer and the color is more gorgeous. In the field of solar cells, it can act as a photosensitive material, enhance the ability to capture and convert sunlight, improve the photoelectric conversion efficiency of solar cells, and promote the development of renewable energy.
What is the market outlook for 1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-iodine?
1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-cyano, in the current market prospects, is quite promising.
In the field of Guanfu medicine, this compound exhibits excellent biological activity due to its unique chemical structure. In the research and development of many pharmaceutical companies, it is often used as a key intermediate to synthesize new anti-cancer drugs. Due to the ravages of cancer, the world has suffered for a long time, and the search for efficient anti-cancer drugs is the unswerving pursuit of the pharmaceutical industry. The application of 1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-cyano in the synthesis of anti-cancer drugs has been a bright light for developers who are exploring in the dark. Many preclinical studies have revealed that drugs based on this have a significant inhibitory effect on specific cancer cell lines. This property makes it very likely to become a dazzling star in the anti-cancer drug market, and the market demand may increase with the advancement of anti-cancer drug research and development.
Looking at the field of materials science, with the rapid development of science and technology, the demand for new functional materials is eager. The 1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-cyanogen gene has special electronic properties and stability, and can be used as an important raw material for the construction of high-performance organic optoelectronic materials. Organic optoelectronic materials are widely used in display screens, lighting and many other aspects. The materials developed on the basis of it are expected to improve the performance of related products, such as enhancing the luminous efficiency and color saturation of display screens, optimizing the energy consumption and service life of lighting equipment. In this way, it will also occupy a place in the material market, and the prospect is quite broad.
However, although the market prospect is good, it is not without challenges. Optimization of the synthesis process is a key. The current synthesis method may have the drawbacks of cumbersome steps and low yield. If a more efficient and green synthesis path can be found, production costs can be reduced and product competitiveness can be improved. And market competition cannot be underestimated. Many scientific research institutions and enterprises have ventured into related fields. Only by constantly innovating and improving product quality and performance can we stand out in the fierce market competition and enjoy the broad market prospects brought by this compound.
What are the precautions in the preparation of 1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-iodine-
There are many things to pay attention to in the process of preparing 1H-pyrrolido [2,3-b] pyridine and 4-chloro-3-iodine.
First of all, the purity of the raw material is very important. If the raw material is impure, impurities or participate in the reaction, causing side reactions, and the purity and yield of the product are affected. Therefore, before using the raw material, be sure to purify it by suitable methods, such as recrystallization, column chromatography, etc., to ensure that the raw material reaches the required purity of the reaction.
Second, the reaction conditions need to be precisely controlled. The effect of temperature is particularly severe. If the temperature is too high, the reaction rate will increase, but side reactions will also easily occur. If the temperature is too low, the reaction rate will be slow, time-consuming and the yield will be low. The specific temperature range of this reaction should be carefully investigated according to the reaction mechanism and past experience. In the experiment, close monitoring with thermometers and other equipment is used to ensure that the reaction temperature is stable.
Furthermore, the choice of solvent cannot be ignored. Solvents not only affect the solubility of reactants, but also have an effect on the reaction rate and selectivity. The choice of solvent needs to consider its compatibility with reactants and products, and the properties such as boiling point and polarity must also meet the reaction requirements to create a good environment for the reaction.
During the reaction process, stirring is also critical. Adequate stirring can make the reactants uniformly mixed, fully contacted, and the reaction is more complete. If the stirring is uneven, the concentration of local reactants is too high or too low, which is not conducive to the reaction.
After the reaction, the product is separated and purified. After the reaction, the product is often mixed with unreacted raw materials, by-products and solvents, etc., and a pure product needs to be obtained by suitable separation means. Common methods include extraction, distillation, recrystallization, etc., which are selected according to the properties of the product and impurities. The operation is strictly in accordance with the specifications to avoid product loss and improve product purity.
In this way, in the preparation process of 1H-pyrrolido [2,3-b] pyridine, 4-chloro-3-iodine, pay attention to the above things, and the desired results are expected.