3-Cyanopyridine-5-boronic acid pinacol ester

3-Cyanopyridine-5-boronic acid pinacol ester, a crucial compound in the field of organic synthesis, has a wide range of uses.
In the field of medicinal chemistry, it is often used as a key intermediate. In the construction process of many biologically active drug molecules, it can participate in various chemical reactions by virtue of the cyano group and borate pinacol ester groups it contains. For example, boric acid pinacol ester groups can be coupled with halogenated aromatics or halogenated olefins through the Suzuki coupling reaction, thereby achieving efficient construction of carbon-carbon bonds, thereby introducing specific structural fragments to target drug molecules, laying the foundation for the development of drugs with novel structures and potential pharmacological activities.
In the field of materials science, it also has important applications. Due to its special structure, it can be used to prepare functional materials. For example, after being modified by specific reactions, it may be able to impart unique optical and electrical properties to materials. It can participate in the construction of conjugated polymer materials, which show good application prospects in the fields of organic Light Emitting Diode (OLED), organic solar cells and other optoelectronic devices, and optimize the electron transport and luminescence properties of the materials by virtue of their structural characteristics.
In addition, in the synthesis of new catalysts, 3-cyanopyridine-5-boronic acid pinacol ester can also play a role. It can be used as a ligand or participate in the construction of the active center of the catalyst. By coordinating with metal ions, the activity and selectivity of the catalyst can be regulated, providing a more efficient and precise catalytic system for organic synthesis reactions. In conclusion, 3-cyanopyridine-5-boronic acid pinacol esters play an indispensable role in many fields such as drug development, material preparation, and catalysis, and promote the continuous development and innovation of related fields.

The synthesis of 3-cyanopyridine-5-boronic acid pinacol ester is an important topic in the field of chemical synthesis. The synthesis follows the following methods.
First, 3-halo-5-cyanopyridine is used as the starting material. This halogen can be coupled with borate pinacol ester in a palladium-catalyzed system to obtain the target product by Suzuki-Miyaura coupling reaction. The reaction requires a suitable palladium catalyst, such as tetra (triphenylphosphine) palladium (0), and requires the help of an alkaline environment. Bases such as potassium carbonate and sodium carbonate are often selected. This reaction condition is mild and has good tolerance to various functional groups. However, it is difficult to obtain or store the starting material 3-halo-5-cyanopyridine, and the synthesis steps may be more complicated.
Second, starting from 3-cyanopyridine. First, through the lithium reaction, the pyridine ring is lithiated at a specific position, and then reacts with the borate pinacol ester reagent. The lithiation reagent is often n-butyl lithium, etc. This method can accurately locate the introduction of borate pinacol ester groups. However, the lithium reaction conditions are harsh, and low temperature operation is required, which requires extremely high requirements for anhydrous and anaerobic environment. The operation is difficult, and the lithiation reagent has high activity, which poses certain safety risks.
Third, using pyridine derivatives containing appropriate substituents as raw materials, cyano and boric acid pinacol ester groups are constructed through multi-step reaction. This strategy requires careful design of the reaction route, and the reaction conditions of each step need to be carefully controlled. Although the process is complicated, it has flexibility in raw material selection and reaction path planning, and can be optimized according to the actual situation.
The various methods for synthesizing 3-cyanopyridine-5-boronic acid pinacol ester have their own advantages and disadvantages. In practical application, it is necessary to comprehensively consider many factors such as raw material availability, reaction conditions, cost and yield, and choose the most suitable method.

3-Cyanopyridine-5-boronic acid pinacol ester, which is a white to off-white solid. Its melting point is in a specific range, and it has a certain stability to heat. It may decompose at high temperatures. It is slightly soluble in water and has good solubility in organic solvents such as dichloromethane and toluene. This solubility is convenient for dispersing and participating in the reaction in organic synthesis reaction systems.
The compound has cyano and boric acid pinacol ester groups. Cyanyl groups are active and can participate in a variety of reactions, such as hydrolysis to form carboxyl groups, or addition reactions with nucleophiles. The boric acid pinacol ester group is commonly found in organoboron compounds, and can undergo Suzuki coupling reaction. By forming carbon-carbon bonds with halogenated aromatics or olefins under the action of suitable catalysts and bases, it is of great significance for the construction of complex organic molecular structures.
In terms of storage, it needs to be placed in a dry and cool place, because it is sensitive to humidity and air, and may deteriorate under moisture or air, which affects its application effect in organic synthesis and other fields.

The price of 3-cyanopyridine-5-boronic acid pinacol ester in the market often varies due to many reasons. The price involves things such as quality, supply, and purchase quantity.
Looking at the past market, when the quality is high and the supply is stable, if the purchase quantity is small, the price per gram may be in the tens of yuan. However, if the purchase quantity increases, such as hundreds of grams or even kilograms, due to the effect of scale, the unit price may decrease slightly, or to a few yuan per gram.
In addition, if the market supply is tight, and the demand is abundant but the supply is insufficient, the price will rise; on the contrary, if the supply exceeds the demand, the price may fluctuate. And the prices charged by different suppliers are also different, or due to cost accounting and operating strategies. To know the exact price, when consulting all suppliers and comparing their quotes in detail, the near-real price in the city can be obtained.

3-Cyanopyridine-5-boronic acid pinacol ester, which is a very important reagent in organic synthesis. Its storage conditions need to be very careful, because its chemical properties are active, improper storage is prone to deterioration and damage its effectiveness.
The first to bear the brunt, it needs to be placed in a dry place. Moisture easily reacts with the compound, causing it to hydrolyze and destroy the borate ester structure. Therefore, the storage place should have good moisture-proof facilities, such as the use of desiccants, such as anhydrous calcium chloride, silica gel, etc., to absorb the surrounding water vapor and protect it from moisture intrusion.
Furthermore, temperature control is also crucial. It should be stored in a low temperature environment, usually 2-8 ° C. High temperature will accelerate its chemical reaction process, or cause decomposition, or promote its reaction with other impurities. If in the laboratory, it is often refrigerated to stabilize its chemical properties.
In addition to drying and low temperature, attention should also be paid to avoiding light. Under light, the substance may cause luminescent chemical reactions and cause structural changes. Therefore, the storage container should be made of dark glass material, such as brown glass bottles, which can effectively block light and keep it stable.
In addition, the storage environment should also be kept clean without interference from other chemical substances. Because of its high chemical activity, it is easy to react with surrounding substances, so it needs to be stored separately, away from oxidants, acids, bases and other chemicals to prevent accidental reactions. In this way, according to these storage conditions, the quality and activity of 3-cyanopyridine-5-boronic acid pinacol ester can be maintained for a long time, and it can play its due role in organic synthesis experiments.