3-Methylpyridine-4-boronic acid

3-Methylpyridine-4-boronic acid, a key reagent in organic synthesis, is widely used in many fields.
First, in the field of medicinal chemistry, it has a wide range of uses. It can be used as a key intermediate to participate in the construction of many drug molecules. Due to the unique reactivity of boric acid groups, it can couple with other compounds containing specific functional groups to build complex drug molecular structures. For example, in the development of drugs for the treatment of cardiovascular diseases, 3-methylpyridine-4-boronic acid can be coupled with compounds containing halogenated aromatics through palladium catalysis to form pyridine derivatives with specific pharmacological activities, providing a novel structural framework for drug development and assisting in the discovery of new and effective pharmaceutical ingredients.
Second, it is also indispensable in the field of materials science. When preparing optoelectronic functional materials, it can be used for structural modification and functionalization. By reacting with conjugated polymers, the pyridyl boric acid structure is introduced into the main chain or side chain of the polymer, thereby changing the electronic structure and optical properties of the material. In this way, the prepared materials can be applied to organic Light Emitting Diodes (OLEDs), solar cells and other optoelectronic devices to improve the performance of the devices, such as improving luminous efficiency, improving charge transport capacity, etc.
Third, in the field of organic synthetic chemistry, as an important synthetic building block. Can participate in many famous reactions, such as Suzuki-Miyaura coupling reaction. In this reaction, 3-methylpyridine-4-boronic acid can be coupled with aryl halides, alkenyl halides, etc. under the action of alkali and palladium catalysts to efficiently construct carbon-carbon bonds, providing a convenient and effective method for synthesizing organic compounds with specific structures such as aromatics and alkenyl aromatics. This greatly enriches the strategies and means of organic synthesis, and helps synthetic chemists prepare organic compounds with diverse structures and unique functions.

The synthesis of 3-methylpyridine-4-boronic acid has been explored in many ways in ancient times. One of the common methods is to start with a compound containing a pyridine structure. If an appropriate 3-methylpyridine derivative is taken first, this derivative interacts with a reagent that can introduce a boron group under specific reaction conditions. In general, organometallic reagents, such as alkyllithium reagents, can be used to react with it first to produce a metallization check point at a specific position on the pyridine ring. This process needs to be carried out in a harsh environment at low temperature and no water and no oxygen to prevent side reactions from occurring.
After the metallization step is completed, a boron-containing reagent, such as a borate ester compound, is added immediately. After a series of reactions between boron reagents and metallized pyridine derivatives, boron groups can be introduced into the target site to form 3-methylpyridine-4-boronic acid. After that, the reaction products need to be separated and purified, and column chromatography or recrystallization are often used to obtain high-purity products.
Another synthetic route is to use halogenated pyridine derivatives as the starting materials. First, 3-methyl-4-halogenated pyridine is reacted. The activity of the halogen atom allows it to cross-couple with the boron source in the presence of suitable catalysts and ligands. The commonly used catalyst is palladium catalyst, and the ligand is carefully selected according to the specific reaction system. The reaction conditions are relatively mild, but the requirements for the purity of the reaction substrate and the reaction equipment are also quite high. After the reaction, the desired 3-methylpyridine-4-boronic acid is finally obtained through similar separation and purification operations.

3-Methylpyridine-4-boronic acid, in the form of white to off-white crystalline powder. This substance has specific physical and chemical properties, which are related to its application and treatment.
In terms of its solubility, it is slightly soluble in water, and has better solubility in organic solvents such as ethanol and dichloromethane. This difference in solubility is crucial in extraction, separation and choice of reaction medium. Good solubility in organic solvents facilitates its participation in organic synthesis reactions, provides a homogeneous reaction environment, and increases the reaction rate and yield.
When it comes to stability, it is relatively stable under normal conditions. In case of strong oxidizing agents, strong acids or strong bases, it is easy to cause chemical reactions to cause structural changes. When storing and using, avoid contact with such substances, and choose suitable storage conditions, such as in a cool, dry place, to prevent moisture and oxidation.
Its melting point range is usually within a certain range, and the exact melting point varies due to factors such as purity. Melting point is an important indicator for identifying the purity of the compound. If the purity is high, the melting point range is narrow and close to the theoretical value; if it contains impurities, the melting point decreases and the range becomes wider.
3-methylpyridine-4-boronic acid is weakly acidic, boron atoms are connected to hydroxyl groups, and hydroxyl hydrogen can be partially ionized. This acidity affects the reaction process and selectivity in some acid-base catalytic reactions, and can be used as a weak acid catalyst or participate in acid-base equilibrium related reactions.
It is widely used in the field of organic synthesis and is often used as a key intermediate to participate in the construction of complex organic molecular structures. Through coupling reactions with halogenated hydrocarbons, olefins and other substrates under transition metal catalysis, carbon-carbon and carbon-heteroatomic bonds are formed to synthesize important compounds in the fields of medicine, pesticides, materials, etc.

For 3-methylpyridine-4-boronic acid, there are a number of urgent precautions during storage and transportation. This compound has certain chemical activity and is easy to deteriorate in case of moisture. Therefore, when storing, it must be placed in a dry place and sealed to avoid excessive contact with air and water vapor to prevent its hydrolysis and inactivation.
During transportation, it is also necessary to ensure that the packaging is intact to prevent the package from cracking due to vibration and collision, causing material leakage. Because it may pose a certain chemical risk, it needs to be disposed of in accordance with the relevant chemical transportation specifications. Temperature is also a key factor. Too high or too low temperature may affect its stability. It is suitable for storage and transportation in a stable environment at room temperature, generally 5 ° C - 35 ° C.
Furthermore, when handling this compound, the operator should take necessary protective measures, such as protective clothing, gloves and goggles, to prevent it from contacting the skin and eyes to prevent irritation or other adverse reactions. At the storage and transportation site, corresponding emergency treatment equipment and materials should also be prepared. In the event of an accident such as leakage, it can be properly disposed of in time to minimize harm.

3-Methylpyridine-4-boronic acid, the price of this substance in the market is difficult to determine. The change in its price is related to many reasons.
The first is the difficulty of its preparation. If the preparation method is complicated, rare materials are required, or exquisite techniques are applied, the production cost will be high, and the price will follow. If the preparation method is simple and the materials used are ordinary, the price may be slightly cheaper.
Second, the supply and demand of the market is also the main reason. If there are many people who want it, but the supply is small, the merchant will increase the price because of its shortage; if the supply exceeds the demand, the price may drop in order to sell the goods quickly.
Furthermore, the price varies depending on the manufacturer. Famous factories, with their high quality and technical excellence, produce high prices; while new factories, in order to compete for the market and make profits, the price may be lower.
Looking at the examples of "Tiangong Kaiwu" in the past, the price of various things changes with the world. As mentioned in the book, the price of various artifacts varies depending on the time and place. The same is true for 3-methylpyridine-4-boronic acid. In today's city, its price may change according to the times and vary from city to city. Basically speaking, if it is normal and of ordinary quality, the price per gram may be in the tens of yuan; if it is a high-purity product for scientific research and fine use, the price may be several times that, and it can reach 100 yuan or even higher per gram. However, this is only the number of ideas, and the actual price still needs to be carefully examined in the current market situation and consulted with various merchants before it can be determined.