2-METHOXY-3-PYRIDINEBORONIC ACID

The chemical structure of 2-methoxy-3-pyridyl boronic acid (2-METHOXY-3-PYRIDINEBORONIC ACID) is based on the pyridine ring. The pyridine ring is a six-membered heterocyclic ring containing nitrogen, and the nitrogen atom occupies one place in the ring. In the third position of the pyridine ring, there is a boric acid group (-B (OH) -2) attached. In this boric acid group, the boron atom is connected to two hydroxyl groups and is linked to the pyridine ring through a covalent bond. In the second position of the pyridine ring, there is a methoxy group (-OCH). In the methoxy group, the oxygen atom is connected to the second carbon of the pyridine ring at one end, and the other end is connected to the methyl group (-CH 🥰). Overall, the structure of 2-methoxy-3-pyridyl boric acid is cleverly connected to the methoxy group and the boric acid group by the pyridine ring. Such a unique structure endows the compound with specific chemical properties and reactivity, and may show important functions in many fields such as organic synthesis.

2-Methoxy-3-pyridyl boronic acid has a wide range of uses. It is often used as a key intermediate in the field of organic synthesis. It can participate in many coupling reactions, such as the Suzuki coupling reaction, which is effective in building carbon-carbon bonds. By reacting with halogenated aromatics or halogenated olefins in the presence of suitable catalysts and bases, it can efficiently synthesize various complex organic molecules with biological activity, which is of great significance in the field of medicinal chemistry.
In the field of materials science, 2-methoxy-3-pyridyl boronic acid is also used. Due to its structure containing boron atoms and pyridine rings, it can endow materials with unique electronic properties and coordination capabilities. Therefore, it can be used to prepare functional materials, such as organic Light Emitting Diode (OLED) materials, which are expected to improve the luminescence properties and stability of materials, and contribute to the development of display technology.
In addition, in the field of agricultural chemistry, compounds made from this raw material may have certain biological activities. Or it can be developed into new pesticides for pest control, providing a new path for sustainable agricultural development. In short, 2-methoxy-3-pyridyl boronic acid has potential application value in many fields and has broad prospects.

To prepare 2-methoxy-3-pyridyl boronic acid, there are several common methods as follows.
One is the halogenated pyridine method. Take 2-methoxy-3-halogenated pyridine as the starting material. The halogen atom in this halogen can be bromine or iodine. In a low temperature and inert gas protected environment, such as in a nitrogen atmosphere, it is reacted with an organolithium reagent, such as n-butyllithium. This reaction will replace the halogen atom with a lithium atom to form the corresponding lithium pyridine intermediate. After that, a borate ester, such as trimethyl borate, is quickly added. After the reaction is fully carried out, 2-methoxy-3-pyridyl boronic acid can be obtained by hydrolysis treatment. This method requires strict control of the reaction temperature and reaction time, and the activity of organic lithium reagents is high, so the operation must be cautious.
The second is the palladium catalytic coupling method. Using 2-methoxy-3-halopyridine and pinacol diborate as raw materials, under the catalysis of palladium catalyst such as tetra (triphenylphosphine) palladium, an appropriate amount of base, such as potassium carbonate, is added to a suitable organic solvent such as dioxane. During the reaction process, the palladium catalyst prompts the coupling reaction of halogenated pyridine and pinacol ester of biborate to form the intermediate of 2-methoxy-3-pyridyl borate. Subsequent hydrolysis under acidic conditions can be converted into the target product 2-methoxy-3-pyridyl boronic acid. This method requires relatively mild reaction conditions and usually has a high yield, but the cost of palladium catalyst is high, and the requirements for reaction equipment and operation are not low.
The third is the pyridine metal salt method. The 2-methoxy pyridine is first made into a metal salt, which can be achieved by reacting with alkali metal reagents. Then, the metal salt interacts with the boron reagent, and then goes through a hydrolysis step to finally obtain 2-methoxy-3-pyridyl boronic acid. This path step is slightly simpler, but the reaction conditions need to be precisely controlled during the preparation of the metal salt to ensure the purity and yield of the product.
All methods have advantages and disadvantages. In actual synthesis, the appropriate synthesis path needs to be carefully selected according to the availability of raw materials, cost considerations, equipment conditions, and requirements for product purity and yield.

2-Methoxy-3-pyridyl boronic acid, which is white to light yellow solid. Its melting point is within a certain range, between about 120 ° C and 125 ° C, and may vary slightly due to differences in preparation and purity.
In terms of solubility, it has a certain solubility in common organic solvents such as dichloromethane, chloroform, and tetrahydrofuran. In polar solvents such as water, methanol, and ethanol, it has better solubility. Because there are both boron-containing polar groups in the molecule, as well as methoxy and pyridine ring organic structures, it has both hydrophilicity and lipophilicity.
In terms of its stability, under conventional conditions, if properly stored, it can be stably stored in a dry and cool place. When exposed to strong acids and bases, its structure is easily damaged. In acidic environments, boric acid groups or protons; in alkaline environments, boron-oxygen bonds or hydrolytic breaks.
In terms of reactivity, as an organoboron compound, it is an important synthetic intermediate. In palladium-catalyzed coupling reactions, such as Suzuki-Miyaura coupling reaction, it exhibits high activity and can effectively react with halogenated aromatics, halogenated olefins, etc., to form carbon-carbon bonds. It is widely used in drug synthesis, material chemistry and many other fields. The physical properties of this compound enable it to exhibit specific behaviors in organic synthesis operations, whether it is separation, purification, or participation in chemical reactions. It is valued by organic synthesis chemists and plays a key role in many organic synthesis strategies.

When storing and transporting 2-methoxy-3-pyridyl boronic acid, it is necessary to pay attention to many key matters.
The first to bear the brunt is the storage environment. This compound should be stored in a dry and cool place to prevent moisture degradation and deterioration. Because moisture is very easy to erode, if the storage environment humidity is high, it may cause reactions such as hydrolysis, which will damage its own purity and quality. Temperature is also crucial. Excessive temperature may accelerate its chemical reaction and cause changes in its composition. Therefore, high temperature environments should be avoided. It is best to store it within a specific temperature range (such as 2-8 ° C) to maintain its chemical stability.
Furthermore, the packaging must be tight. Appropriate packaging materials, such as well-sealed glass or plastic bottles, should be used to prevent air and moisture from penetrating. This compound is sensitive to air, exposed to air for too long, or reacts with components such as oxygen, which affects its performance. Key information such as name, properties, and storage conditions should be clearly marked on the outside of the package for easy access and management.
When transporting, shock and collision prevention are the key. Because it is mostly solid crystals or powders, collisions, vibrations, or damage to the package, resulting in compound leakage. The handling process should be handled with care, and transportation tools and packaging materials with good buffering measures, such as foam, sponge, etc. should be used to ensure safe transportation.
At the same time, transportation and storage personnel should fully understand the properties and hazards of the compound. This product may be irritating and toxic, improper operation or threat to human health. Therefore, relevant personnel need professional training to master the correct protective measures and emergency treatment methods, such as wearing appropriate protective gloves, masks and goggles. Once a leak occurs, it should be able to be disposed of quickly according to established procedures to prevent the spread of harm.