5-Chloro-2-methoxypyridine-3-boronic acid

5-Chloro-2-methoxypyridine-3-boronic acid is a crucial reagent in the field of organic synthesis. It has the typical chemical properties of boric acid and exhibits unique activities in many chemical reactions.
As far as its acidity is concerned, the boric acid part can release protons under suitable conditions, showing a certain acidity. This acidic property allows it to react with bases to form corresponding borates. This reaction can be used to guide the reaction direction and help synthesize the desired product when building a specific molecular structure. The outstanding property of 5-chloro-2-methoxypyridine-3-boronic acid lies in its participation in the Suzuki coupling reaction. In this reaction, boric acid groups are combined with halogenated hydrocarbons or other electrophilic reagents to form carbon-carbon bonds under the action of transition metal catalysts (such as palladium catalysts). This reaction is widely used in drug synthesis, materials science and other fields, and can efficiently construct complex organic molecular structures. For example, in the creation of new drug molecules, with the help of Suzuki coupling reaction, 5-chloro-2-methoxypyridine-3-boronic acid is coupled with specific halogenated aromatic hydrocarbons to introduce pyridine structural units, which imparts unique biological activities to the drug.
Furthermore, the chlorine atom and methoxy group in the molecule are also of great significance. Chlorine atoms can be used as leaving groups to participate in nucleophilic substitution reactions, which are replaced by other functional groups to expand the diversity of molecular structures. Methoxy groups can affect the electron cloud density of the pyridine ring due to their electron supply effect, which in turn affects the overall chemical activity and reaction selectivity of the molecule. In some reactions, methoxy groups can make specific positions of the pyridine ring more prone to electrophilic substitution reactions, providing more strategic options for the design of synthetic routes.
5-chloro-2-methoxypyridine-3-boronic acid occupies a key position in the field of organic synthetic chemistry due to its unique chemical properties, providing an effective way and possibility for the synthesis of many complex organic compounds.

The common synthesis methods of 5-chloro-2-methoxypyridine-3-boronic acid are as follows.
First, halogenated pyridine is used as the starting material. First select a suitable 5-chloro-2-methoxypyridine and let it react with organolithium reagents, such as n-butyllithium, at low temperature and under severe conditions without water and oxygen. This step aims to form a lithium intermediate, followed by the rapid addition of borate esters, such as trimethoxyborate. After the reaction is completed, the target product 5-chloro-2-methoxypyridine-3-boronic acid can be obtained after hydrolysis. This method requires fine control of the reaction temperature and reaction process, which requires quite high operation. However, if the operation is proper, the yield is relatively considerable.
Second, the coupling reaction strategy of palladium catalysis is adopted. The halides of 5-chloro-2-methoxypyridine and boric acid or borate esters are used as reactants, and palladium complexes are used as catalysts, such as tetra (triphenylphosphine) palladium. At the same time, suitable bases, such as potassium carbonate, sodium carbonate, etc., need to be added to promote the reaction. This reaction is usually stirred in an organic solvent at a certain temperature. The palladium catalytic coupling reaction has good selectivity and can effectively construct carbon-boron bonds, providing an important path for the synthesis of such boric acid compounds. However, palladium catalysts are expensive and the reaction cost is relatively high, so comprehensive consideration is required in practical applications.
Third, pyridine derivatives are used as the starting materials and prepared by multi-step reaction. First, the pyridine ring is properly modified to introduce the desired methoxy group and chlorine atoms, and then through specific reactions, such as reacting with boron reagents under suitable conditions, the boric acid group is gradually constructed. Although this method is a little complicated, the reaction route can be flexibly adjusted according to specific needs, which is of great significance for the synthesis of 5-chloro-2-methoxypyridine-3-boronic acid with special structure.

5-Chloro-2-methoxypyridine-3-boronic acid is widely used in the fields of pharmaceutical synthesis and materials chemistry.
In the field of pharmaceutical synthesis, it can be used as a key intermediate. The structural properties of Gainpyridine and boric acid make it possible to participate in a variety of coupling reactions. For example, in the construction of complex drug molecular structures, 5-chloro-2-methoxypyridine-3-boronic acid can be linked to halogenated aromatics or olefins through the coupling reaction of Suzuki. This reaction condition is mild and the selectivity is quite good, which can efficiently synthesize pharmaceutical active ingredients containing pyridine structures. The development of many antibacterial and anticancer drugs relies on this reaction to build the core skeleton, and 5-chloro-2-methoxypyridine-3-boronic acid is an indispensable raw material.
As for the field of materials chemistry, it also shows unique value. Because boric acid groups can condensate with specific compounds to form stable covalent bonds, they can be used to prepare functional materials. For example, when designing and synthesizing new photoelectric materials, introducing 5-chloro-2-methoxypyridine-3-boric acid into the polymer system can endow the material with special optical and electrical properties. Its pyridine ring structure can regulate the electron cloud distribution of molecules, which in turn affects the luminous efficiency and charge transport ability of materials, providing a new path for the optimization and upgrading of organic Light Emitting Diodes (OLEDs), solar cells and other materials.

5-Chloro-2-methoxypyridine-3-boronic acid, the price of this product in the market is difficult to determine. The change in its price depends on various factors.
First, the situation of supply and demand is the main reason. If there are many users, and the demand exceeds the supply, the price will be high; on the contrary, the supply exceeds the demand, and the price will decline.
Second, the manufacturing cost is also important. The price of raw materials and the process of preparation all affect the cost. If the raw material is rare and the price is high, or the preparation process is difficult and requires more labor and capital, the price is also high.
Furthermore, the competition in the market also affects the price. In order to compete for customers to make profits, or there may be price reductions; if there are few in the market, the price may be high.
In addition, the price varies depending on the quality. Those with high purity and high quality are often higher than those with inferior quality.
In the market today, the price of 5-chloro-2-methoxypyridine-3-boronic acid ranges from tens to hundreds of yuan per gram. However, this is only an approximate number. The actual price must refer to the situation of the market at the time, and consult the supplier in detail to obtain the exact number. When purchasing, compare the price and quality of various companies to choose the most suitable one.

5-Chloro-2-methoxypyridine-3-boronic acid is a commonly used reagent in organic synthesis. The storage conditions of this compound are crucial to its quality and stability.
It should be stored in a cool, dry and well-ventilated place. In a cool environment, the temperature can be maintained at a relatively low level. Generally speaking, 2-8 ° C is preferred, which can slow down the molecular movement rate and reduce the possibility of chemical reactions, thereby inhibiting its decomposition or deterioration. Dry conditions are also indispensable. Since moisture can easily initiate hydrolysis of the boric acid compound, it should be kept away from water sources and high humidity environments. If necessary, a desiccant can be used to ensure the dryness of the storage environment.
Furthermore, it needs to be stored in a sealed container to avoid excessive contact with the air. Oxygen, carbon dioxide and other components in the air may chemically react with the compound, and sealing can effectively isolate the interference of external factors. In addition, the storage place should be away from fire sources, heat sources and strong oxidants to prevent dangerous accidents such as fires and explosions.
After taking the compound, be sure to seal the container in time and store it again in the established suitable environment. Strictly following the above storage conditions can ensure that 5-chloro-2-methoxypyridine-3-boronic acid maintains good quality and chemical activity for a long time for experiments such as organic synthesis.