2-Methoxyl-5-Pyridineboronic Acid Pinacol Ester

2-Methoxy-5-pyridyl borate pinacol ester, which is white to pale yellow solid. Its melting point is between 80-84 ° C. With this property, it can undergo phase transition at a specific temperature range when heated, which can be used for identification and purity determination.
In terms of chemical activity, the pyridine ring and the boronyl ester group give it unique reactivity. As an electron-rich aromatic heterocycle, the pyridine ring exhibits a certain affinity for electrophilic reagents and can participate in many electrophilic substitution reactions. Various functional groups are introduced into the ring to achieve structure derivatization. Boroester groups are a key activity check point in organic synthesis. Under the catalysis of transition metals, they can be coupled with halogenated hydrocarbons and alkenyl halides, such as Suzuki-Miyaura coupling, to build carbon-carbon bonds. It is widely used in the fields of drugs, natural products and material synthesis.
The compound has good stability. Under conventional storage conditions, it can maintain chemical structure and property stability for a long time in a dry and cool place. However, it is more sensitive to strong oxidizing agents, strong acids and strong bases. In case of strong oxidizing agents, boroester groups may be oxidized, causing changes in structure and activity; in case of strong acids or bases, boroester groups are prone to hydrolysis, generating corresponding boric acid or boric acid derivatives, which in turn affects their application in organic synthesis. Therefore, when storing and using, it is necessary to avoid such chemicals to ensure their chemical stability and reaction efficiency.

The common synthesis methods of 2-methoxy-5-pyridyl borate pinacol ester are as follows:
The starting material is 2-methoxy-5-halopyridine and pinacol borane, both of which are readily available. React in an inert gas atmosphere, such as nitrogen or argon, to avoid oxidation of the raw material and product. < Br > First, 2-methoxy-5-halopyridine, pinacol borane, metal catalysts (such as palladium catalysts, such as tetra (triphenylphosphine) palladium (0)), bases (potassium carbonate, sodium carbonate, etc.) are added in appropriate proportions to suitable organic solvents, such as toluene and dioxane. Metal catalysts can speed up the reaction rate, and bases can neutralize the hydrogen halide generated by the reaction, causing the reaction to proceed forward.
During the reaction, stir the mixture well, raise it to a suitable temperature and maintain it. The reaction activity of different halogenated pyridines is different. If it is 2-methoxy-5-bromopyridine, the reaction temperature is usually controlled at 80-100 ° C; if it is 2-methoxy-5-iodopyridine with higher activity, the reaction temperature can be appropriately reduced.
The reaction process is monitored by thin layer chromatography (TLC). When the raw material point basically disappears, the reaction is completed.
After the reaction is completed, the reaction solution is cooled to room temperature, and then conventional post-treatment methods are used. Dilute with water first, then extract with an organic solvent to collect the organic phase. The organic phase was dried with a desiccant such as anhydrous sodium sulfate, and the desiccant was filtered off, and the organic solvent was removed by reduced pressure distillation to obtain a crude product.
The crude product was purified by column chromatography, and a suitable eluent was selected. According to the polarity difference between the product and the impurity, separation was achieved, and high purity 2-methoxy-5-pyridyl borate pinacol ester was finally obtained.
Another synthetic way is to use 2-methoxy-5-pyridyl as the starting material to prepare the corresponding lithium reagent first, and then react with borate ester. However, this process requires harsh reaction conditions such as low temperature, which is slightly more difficult to operate. In comparison, the reaction of halogenated pyridine with pinacol borane is more commonly used because of its mild conditions and simple operation, which can meet most synthesis requirements.

2-Methoxy-5-pyridyl boronic acid pinacol ester, which is used in many fields. In the field of medicinal chemistry, it has a wide range of uses. Due to its unique structure, it can be used as a key intermediate to participate in the synthesis of many drug molecules. Through its specific reaction with other compounds, complex and biologically active molecular structures can be constructed, which in turn helps to develop new drugs for the treatment of various diseases, such as the creation of anti-tumor drugs. By ingeniously designing reaction paths and integrating them into the drug skeleton, it is hoped to achieve better therapeutic effects.
In the field of materials science, it also shows great potential. In the preparation of organic optoelectronic materials, the electronic structure and optical properties of the materials can be regulated by rational use of the compound. For example, in the research and development of organic Light Emitting Diode (OLED) materials, its introduction as a functional unit is expected to improve the luminous efficiency, stability and other properties of the device, and contribute to the preparation of high-performance display materials.
In the field of organic synthetic chemistry, it is an extremely important synthetic building block. With its structural characteristics of boron ester and methoxy pyridine, it can participate in many classic organic reactions, such as Suzuki-Miyaura coupling reaction. Through such reactions, carbon-carbon bonds can be efficiently formed, enabling the synthesis of various complex organic compounds, greatly enriching the strategies and means of organic synthesis, and providing organic chemists with more choices and possibilities when creating novel organic molecules.

I look at your question, but I am inquiring about the market price of 2-methoxy-5-pyridyl boronic acid pinacol ester. However, the market price of this product often changes for many reasons, which is difficult to determine.
The change in its price is primarily related to the raw material. If the raw material for preparing this ester is easy to obtain and affordable, the price of the finished product may also decrease; conversely, if the raw material is scarce and difficult to purchase, the price will rise.
Furthermore, the production process also has an impact. The exquisite and efficient process can reduce costs and make the price close to the people; the cumbersome and low-yield method will increase costs and make the price high.
Market supply and demand are also key. If there are many people seeking, but there are few producers, the price will rise; if the supply exceeds the demand, the merchant may reduce the price to promote the transaction.
In addition, the difference between regions and brands can make the price different. In prosperous places, the price may be high due to high operating costs; in remote places, the cost is low, and the price may be slightly inferior. Well-known large factories, due to strict quality control and good reputation, may also have higher prices than small factories.
According to past market speculation, the price fluctuation range is quite large, ranging from tens of yuan per gram to hundreds of yuan per gram, or even higher. It is difficult to determine an exact number. For accurate prices, you can consult chemical product suppliers, browse chemical trading platforms, or check relevant market survey reports to get the current near-real price.

2-Methoxy-5-pyridyl boronic acid pinacol ester is suitable for storing in a dry and cool place. This chemical substance is sensitive, and it is easy to change in case of moisture and heat, which will damage its purity and activity. Therefore, when storing, it is necessary to avoid water and humidity, and the temperature should not be high, preferably below 20 degrees Celsius.
It is also necessary to keep away from fire and heat sources. Because of its flammability, it may be dangerous under high temperature and open flame. The storage place should also be separated from oxidants, acids, bases, etc., to avoid their interaction and chemical change.
The container containing this substance must be tightly sealed to prevent moisture from invading. When taking it, you should also be cautious and operate according to the standard law. After use, seal it and place it in the original storage place. In this way, the quality of this chemical can be guaranteed for subsequent use, and it will not be wasted due to improper Tibetan law.