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What are the chemical properties of 5- (Ethoxycarbonyl) pyridine-3-boronic acid pinacol ester
5- (ethoxycarbonyl) pyridine-3-boronic acid pinacol ester, the chemical properties of this substance are very important, and it is related to many chemical synthesis and reactions.
Its physical properties, under normal temperature, are often in a solid state, with a specific melting point and boiling point. This property is crucial when separating and purifying. The values of melting point and boiling point are accurately determined according to experiments, and vary slightly due to environmental factors and sample purity.
When it comes to chemical activity, its functional groups containing borate esters and ethoxycarbonyl groups are significantly active. Borate ester functional groups are used in the field of organic synthesis and are a common activity check point for constructing carbon-carbon bonds. It is often involved in the coupling reaction of Suzuki. In this reaction, borate esters and halogenated hydrocarbons or other electrophilic reagents can efficiently generate carbon-carbon bonds in the presence of palladium catalysts and bases to synthesize complex organic molecules.
Ethoxycarbonyl is also an active functional group and can participate in a variety of reactions. Under hydrolysis conditions, ethoxycarbonyl can be hydrolyzed to carboxyl groups. After this transformation, the molecular chemical properties and reactivity are greatly changed. It has a wide range of uses in the synthesis of carboxyl-containing compounds. It can also participate in nucleophilic substitution reactions, interact with suitable nucleophiles, introduce new groups, and expand the diversity of molecular structures.
In terms of stability, although relatively stable, it can also react under specific conditions. High temperature, strong acid, strong alkali environment, or hydrolysis of borate esters, ethoxycarbonyl changes. When storing, such conditions need to be avoided to ensure material stability.
5- (ethoxycarbonyl) pyridine-3 -boronic acid pinacol ester has unique chemical properties and is of great value in organic synthesis, medicinal chemistry and other fields. It is an important intermediate for the synthesis of novel organic compounds.
What are the synthesis methods of 5- (Ethoxycarbonyl) pyridine-3-boronic acid pinacol ester
The synthesis method of 5- (ethoxycarbonyl) pyridine-3 -boronic acid pinacol ester is an important research in the field of organic synthesis. The following are common synthesis paths.
First, 5- (ethoxycarbonyl) pyridine-3 -bromide is used as the starting material. The bromide is first reacted with magnesium chips in an organic solvent such as anhydrous ether or tetrahydrofuran to form a Grignard reagent. This process needs to be carried out under harsh conditions of low temperature and no water and no oxygen. Because the Grignard reagent is extremely active and reacts easily with water and oxygen, it fails. After the Grignard reagent is properly prepared, it reacts with trimethyl borate or triethyl borate. After the reaction is completed, 5- (ethoxycarbonyl) pyridine-3-boronic acid can be obtained by hydrolysis and acidification. Subsequently, the boric acid is esterified with pinacol under acid catalysis. Commonly used acids such as p-toluenesulfonic acid are refluxed in water-carrying agents such as toluene to obtain the target product 5- (ethoxycarbonyl) pyridine-3-boronic acid pinacol ester.
Second, with 5- (ethoxycarbonyl) pyridine as the starting material. Under the action of appropriate bases (such as potassium carbonate, potassium tert-butyl alcohol, etc.), nucleophilic substitution reaction occurs with pinacol borane. This reaction requires a suitable catalyst, such as palladium catalyst (such as tetra (triphenylphosphine) palladium, etc.). The ratio of each substance in the reaction system, the reaction temperature and time need to be carefully regulated. If the temperature is too high or the time is too long, it may initiate side reactions, resulting in a decrease in the purity of the product; if the temperature is too low or the time is too short, the reaction will be incomplete and the yield will not be good. After the reaction, the product can be separated and purified by column chromatography or recrystallization, and 5 - (ethoxycarbonyl) pyridine-3 - boronic acid pinacol ester can also be obtained.
The above two synthesis methods have their own advantages and disadvantages. In practical applications, it is necessary to carefully select the appropriate synthesis method based on the availability of starting materials, the difficulty of controlling the reaction conditions, and the requirements for product purity and yield.
What are the main applications of 5- (Ethoxycarbonyl) pyridine-3-boronic acid pinacol ester?
5- (ethoxycarbonyl) pyridine-3-boronic acid pinacol ester, which has a wide range of uses in the fields of medicine and material synthesis.
In the field of pharmaceutical research and development, it is a key intermediate. The structure of Gainpyridine and borate esters endows compounds with diverse reactivity and unique properties. Through organic synthesis, specific functional groups can be introduced to build complex drug molecular structures. For example, when developing new antibacterial and anticancer drugs, this is the starting material, and through multi-step reactions, molecules with specific biological activities can be precisely shaped to act on specific targets of bacteria or cancer cells to achieve therapeutic purposes.
In the field of materials science, it also shows extraordinary value. In the synthesis of organic optoelectronic materials, the optoelectronic properties of materials can be optimized. Pyridine rings can provide rigid structures and electron conjugation systems, while borate esters participate in cross-linking reactions to improve film formation and stability of materials. For example, the preparation of organic Light Emitting Diode (OLED) materials can improve luminous efficiency and prolong device life, contributing to the progress of display technology.
Furthermore, in the field of organic synthesis chemistry, it is often used as a coupling reaction reagent. By virtue of the coupling reaction of borate esters with halogenated hydrocarbons, olefins and other substrates catalyzed by transition metals, the construction of carbon-carbon and carbon-heteroatom bonds is realized, providing an effective strategy for the synthesis of complex organic molecules, and promoting the research of new functional materials and natural product total synthesis.
What is the market price of 5- (Ethoxycarbonyl) pyridine-3-boronic acid pinacol ester?
The market price of 5 - (ethoxycarbonyl) pyridine-3 -boronic acid pinacol ester is difficult to determine with certainty. This is due to the interaction of various factors, resulting in unstable price fluctuations.
First, the price fluctuations of raw materials have a great impact on their costs. If the price of various raw materials required for the preparation of this compound changes due to the origin, season, and supply and demand situation, the cost of the product will also rise and fall, eventually resulting in market price fluctuations.
Second, the difficulty and complexity of the preparation process are related to the production cost. If the process is cumbersome, special equipment or multiple fine steps are required, and the operating conditions are strict, the production of manpower and material resources will be greatly increased, and the price will rise.
Third, the state of market supply and demand is the key factor. If the market demand for this compound is strong, but the supply is limited, the merchant will raise the price; conversely, if the supply exceeds the demand, the price may be reduced for promotion.
Fourth, the different manufacturers also make the price different. Manufacturers have different cost control capabilities and different pricing strategies due to differences in technical level, production scale, and management efficiency.
Looking at past market conditions, the price of this compound may range from tens to hundreds of yuan per gram. However, this is only an approximate number and is not an exact constant value. If you want to know the exact price, you can get price information close to the current market by consulting chemical product suppliers, traders, or referring to the latest quotations of professional chemical product trading platforms.
What are the storage conditions for 5- (Ethoxycarbonyl) pyridine-3-boronic acid pinacol ester?
5- (ethoxycarbonyl) pyridine-3-boronic acid pinacol ester is a commonly used reagent in organic synthesis. Its storage conditions are crucial to its quality and stability.
This compound should be stored in a cool and dry place. Cover a cool environment to slow down the rate of chemical reactions that may occur. High temperatures often cause compounds to decompose, deteriorate, or cause unnecessary reactions, damaging their structure and activity. A dry environment is also indispensable, because moisture is prone to hydrolysis of borate esters. Once the hydrolysis reaction occurs, the structure of 5- (ethoxycarbonyl) pyridine-3-boronic acid pinacol ester is damaged, making it impossible to play its due role in the synthesis reaction.
Furthermore, the storage must be well ventilated. If there is no air circulation in the storage space, once the compound evaporates a little gas, or due to local temperature and humidity changes, the accumulated gas may affect the stability of the compound, or even cause safety hazards.
In addition, this compound should be kept away from fire sources, oxidants, etc. Fire sources can cause it to burn, and oxidants come into contact with it, or cause violent oxidation reactions, which can cause the compound to lose its original chemical properties.
When storing, it is advisable to place 5- (ethoxycarbonyl) pyridine-3-boronic acid pinacol ester in a sealed container. Sealing can effectively prevent external moisture, oxygen, etc. from contacting it, further ensuring its stability. And the name, properties and storage precautions of the compound should be clearly marked on the outside of the container for easy access and management to prevent adverse consequences due to misoperation. In this way, according to the above storage conditions, the good quality and reactivity of 5- (ethoxycarbonyl) pyridine-3-borate pinacol ester can be maintained for a certain period of time.