2-Chloro-5-Methyl-3-Pyridineboronic Acid

2-Chloro-5-methyl-3-pyridyl boronic acid is an important chemical substance in the field of organic synthesis. Looking at its chemical properties, it has the general properties of boric acid, which is often weakly acidic, and this compound is no exception. Under appropriate conditions, its boric acid groups can participate in many reactions, such as esterification with alcohols, which can generate corresponding borate esters.
From the structural analysis, the existence of the pyridine ring endows the substance with unique electronic properties and spatial configuration. The pyridine ring is an electron-rich aromatic ring, and both the chlorine atom at 2 positions and the methyl group at 5 positions affect the electron cloud distribution of the pyridine ring. The chlorine atom has an electron-absorbing induction effect, which can reduce the electron cloud density of the pyridine ring, resulting in a change in the electrophilic substitution reaction activity on the ring; the methyl group has an electron-inducing effect, which will affect the selectivity of the reaction check point to a certain extent.
Furthermore, the compound contains boron atoms, and the empty orbit of boron atoms makes it possible to act as a Lewis acid to coordinate with molecules or ions with solitary pairs of electrons. This property may have important applications in catalytic reactions or the construction of supramolecular structures. In organic synthesis, it is often used as a key intermediate. Through the Suzuki-Miyaura coupling reaction, it is coupled with halogenated aromatics or olefins to form carbon-carbon bonds, and then synthesized a series of complex organic compounds with specific structures and functions. It has potential application value in pharmaceutical chemistry, materials science and other fields.

2-Chloro-5-methyl-3-pyridyl boronic acid is widely used. It is often used as a key intermediate in the field of organic synthesis. When building complex pyridine compounds, it can participate in a variety of classical coupling reactions, such as the Suzuki coupling reaction, due to its boron-based properties. In this reaction, 2-chloro-5-methyl-3-pyridyl boronic acid can be combined with halogenated aromatics or olefins under the action of suitable catalysts and bases to achieve an effective construction of carbon-carbon bonds, helping to generate pyridine derivatives with diverse structures, which are of great significance in the field of medicinal chemistry.
In the field of drug research and development, pyridine compounds have unique biological activities. Pyridine derivatives synthesized from 2-chloro-5-methyl-3-pyridyl boronic acid may exhibit antibacterial, anti-inflammatory, anti-tumor and other biological activities. Researchers explore the possibility of developing new specific drugs by modifying and optimizing their structures.
In the field of materials science, pyridine-containing structural polymers generated by Suzuki coupling reaction may have unique optical and electrical properties, which can be used to prepare organic Light Emitting Diodes (OLEDs), solar cells and other optoelectronic devices, providing direction for the creation of new functional materials. Overall, 2-chloro-5-methyl-3-pyridyl boronic acid has important application value in many fields such as organic synthesis, drug development, and materials science, which promotes continuous development and innovation in various fields.

There are several common methods for preparing 2-chloro-5-methyl-3-pyridyl boronic acid.
First, 2-chloro-5-methylpyridine is used as the starting material. First, it is reacted with n-butyl lithium at a low temperature and in an anhydrous and anaerobic environment. N-butyl lithium will lithium at a specific position on the pyridine ring. This process requires extreme caution, because n-butyl lithium is very active and easily reacts violently in contact with water or air. After lithiation, the product is reacted with borate ester reagents (such as trimethyl borate). After hydrolysis step, 2-chloro-5-methyl-3-pyridyl boronic acid can be obtained.
Second, the palladium-catalyzed cross-coupling reaction strategy can be adopted. The reaction is heated in a suitable solvent (such as toluene, dioxane, etc.) in the presence of a palladium catalyst (such as tetra (triphenylphosphine) palladium) and a ligand (such as tri-tert-butyl phosphine). The reaction conditions are relatively mild, but the choice and dosage of catalysts and ligands have a great influence on the reaction effect. After the reaction, the target product can also be obtained through separation and purification.
Third, another method is to use the coordination of pyridine nitrogen atoms. The Grignard reagent is prepared by reacting 2-chloro-5-methylpyridine with magnesium metal, and then reacting with borate esters, and then acidic hydrolysis, which can also generate 2-chloro-5-methyl-3-pyridine boronic acid. In this process, the preparation of Grignard reagent requires an anhydrous environment, and the reaction temperature, time and other factors need to be precisely controlled to obtain the ideal yield.

2-Chloro-5-methyl-3-pyridyl boronic acid is an important reagent in organic synthesis. When storing and transporting, many key points need to be paid attention to.
Let's talk about storage first. Because of its active nature and easy to react with other substances, it should be stored in a dry and cool place. The moisture in the air can easily cause it to hydrolyze, thereby destroying the molecular structure and reducing its reactivity. Therefore, the humidity of the storage environment must be strictly controlled, and the general humidity should be maintained below 40%. In addition, it should be kept away from heat and fire sources. This reagent is easy to decompose when heated. If the temperature is too high, it can cause violent reactions, and even the risk of explosion. The storage temperature is usually 2-8 ° C. In addition, it needs to be placed in a sealed container to avoid excessive contact with air to prevent oxidation.
Let's talk about transportation again. During transportation, it is crucial to ensure that the packaging is intact. Packaging materials must have good sealing and compression resistance to prevent reagent leakage. If refrigerated transportation is used, it is necessary to ensure the stable operation of refrigeration equipment and maintain a suitable low temperature environment. Transportation vehicles should also be kept clean and avoid mixing with other chemicals to prevent dangerous reactions caused by mutual contamination. When handling, the operation must be carried out gently to avoid severe vibration and collision, and to prevent the leakage of reagents due to package rupture, which may pose a hazard to personnel and the environment.

The market price range of 2-chloro-5-methyl-3-pyridyl boronic acid is difficult to determine with certainty. This is due to the complex market conditions, and the price is often affected by many factors.
Let's talk about the preparation cost first, the difficulty of obtaining raw materials and the price, the simplicity of the synthesis process, the amount of energy consumption, etc., all have a great impact on the cost. If raw materials are scarce and expensive, the synthesis process is complicated, the cost will be high, and the price will also rise.
Let's talk about market supply and demand. If many industries have strong demand for it, such as pharmaceutical research and development, material synthesis and other fields, the amount of it will increase greatly, but the supply is relatively insufficient, and the price will rise; on the contrary, there is little demand, excess supply, and the price will easily fall.
In addition, the manufacturer's brand and product quality also have an impact. Well-known large factories have strict quality control, high product purity and good stability, and the price may be higher than that of small factory products.
According to the rough view of the past market, the price fluctuates greatly. For those with ordinary purity, the price per gram may be in the tens of yuan; for high-purity high-quality products, especially for high-end pharmaceutical developers, the price per gram may reach hundreds of yuan or even higher. However, this is only a rough estimate. The current exact price requires detailed consultation with chemical raw material suppliers to obtain accurate prices based on real-time market conditions.