2-Bromopyridine-4-boronic acid

2-Bromopyridine-4-boronic acid has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. Gein boron group and bromo group have high reactivity, and can be converted into functional groups and constructed complex organic molecular structures through many organic reactions.
When constructing pyridine derivatives, it can participate in Suzuki coupling reaction. In this reaction, the boron group of 2-bromopyridine-4-boronic acid can be coupled with the halogen atom of halogenated aromatics or alkenes under the action of palladium catalyst and base to form new carbon-carbon bonds, and then a series of biaryl or alkenyl pyridine compounds containing pyridine structures are synthesized. Such compounds are of great significance in the field of medicinal chemistry. Many biologically active drug molecules contain such structures, such as the development of some anti-cancer and antibacterial drugs. 2-bromopyridine-4-boronic acid may be able to assist in the synthesis of corresponding active ingredients.
Furthermore, in the field of materials science, it also has applications. By means of organic synthesis, specific pyridine compounds synthesized from 2-bromopyridine-4-boronic acid can be used as organic optoelectronic materials. Such materials exhibit unique optical and electrical properties in the fields of organic Light Emitting Diode (OLED) and organic solar cells, which are expected to improve the performance and efficiency of related devices.
In summary, 2-bromopyridine-4-boronic acid plays an indispensable role in many fields such as organic synthesis, drug research and development, and materials science. With its unique chemical properties, it provides important support for the development of various fields.

There are several common methods for the synthesis of 2-bromopyridine-4-boronic acid.
First, 2-bromopyridine is used as the starting material. First, 2-bromopyridine is lithium-treated with a strong base such as n-butyl lithium in an organic solvent such as anhydrous ethyl ether or tetrahydrofuran at low temperature. The butyl group of n-butyl lithium seizes the hydrogen atom of the bromo ortho-position on the pyridine ring to form a lithium intermediate. This intermediate is extremely reactive and then quickly reacts with borate esters such as trimethyl borate or triisopropyl borate. After the reaction is completed, the borate ester can be hydrolyzed into the target product 2-bromopyridine-4-boronic acid through the hydrolysis step using a dilute acid solution, such as dilute hydrochloric acid or dilute sulfuric acid. The key to this method lies in the precise control of the lithium reaction conditions. The low temperature environment and anhydrous and anaerobic operation are all crucial, otherwise it is easy to cause side reactions and affect the purity and yield of the product.
Second, the coupling reaction strategy catalyzed by transition metals is used. Using 2-bromopyridine and boron-containing reagents, such as pinacol diborate, as raw materials, under the catalysis of palladium catalysts, such as tetra (triphenylphosphine) palladium (0), an appropriate amount of bases, such as potassium carbonate, sodium carbonate, etc., are added to heat in suitable organic solvents, such as dioxane, toluene, etc. The palladium catalyst activates the carbon-bromine bond of 2-bromopyridine to couple with boron-containing reagents to generate the target 2-bromopyridine-4-boronic acid. The advantage of this method is that the reaction conditions are relatively mild and the selectivity is high, but the catalyst cost is high, and the separation and recovery of the catalyst after the reaction requires fine operation, so as not to affect the quality of the product due to the residual catalyst.
Third, start from pyridine-4-boronic acid. First protect pyridine-4-boronic acid, and choose a suitable protecting group, such as trimethylsilyl. After the protection is completed, the bromination reaction is carried out with brominating reagents such as N-bromosuccinimide (NBS) in a suitable solvent. The bromination check point is mainly in the second position of the pyridine ring. After the reaction, the protective group can be removed through the deprotection step to obtain 2-bromopyridine-4-boronic acid. This route requires proper selection of protective groups and deprotection conditions to ensure that the protection and deprotection process is efficient and does not affect the structure and activity of boric acid groups.

2-Bromopyridine-4-boronic acid is an important reagent in the field of organic synthesis. Its physical and chemical properties are as follows:
Looking at its properties, at room temperature, this substance is often white to light yellow solid. This form is easy to store and use. In many chemical reactions, the stable solid state is easier to weigh and put accurately, ensuring that the reaction can be precisely regulated.
When it comes to melting point, it is about 155-160 ° C. Melting point is an inherent property of the substance, and this value can be an important basis for identifying the purity of the compound. If the sample purity is high, the melting point should be close to this range; if it contains impurities, the melting point may decrease and the melting range may widen.
In terms of solubility, 2-bromopyridine-4-boronic acid can be partially soluble in common organic solvents such as dichloromethane and ethanol. Moderate solubility is of great significance in organic synthesis because it allows the reactants to be fully contacted in solution, speeds up the reaction rate, and facilitates the separation and purification of the reactants after the reaction.
In terms of chemical properties, boric acid groups have certain acidic properties and can participate in many classic organic reactions, such as Suzuki coupling reactions. In such reactions, boric acid groups are coupled with halogenated aromatics under the action of palladium catalysts to form new carbon-carbon bonds, thereby forming complex organic molecular structures. As an active substituent, bromine atoms can carry out nucleophilic substitution reactions. Many nucleophilic reagents, such as amines and alcohols, can react with them and introduce different functional groups, which greatly expands the flexibility of the compound in the design of organic synthesis routes.
In summary, the physicochemical properties of 2-bromopyridine-4-boronic acid make it play a key role in the field of organic synthesis chemistry, providing an important structural basis and reactivity check point for the creation of various organic compounds.

2-Bromopyridine-4-boronic acid is a commonly used reagent in organic synthesis. When storing and transporting, many aspects need careful attention.
Storage first. Because it has a certain chemical activity, it must be stored in a dry place. Moisture can easily deteriorate it, causing its structure to be damaged, impaired or even lost reactivity due to moisture or reactions such as hydrolysis. It is advisable to choose a well-sealed container, such as a glass bottle or a plastic bottle with a sealing gasket, to prevent the intrusion of external water vapor. Temperature is also a key factor. Generally speaking, a low temperature environment is more suitable. It can usually be refrigerated at a temperature of 2-8 ° C. This can effectively slow down the natural degradation or chemical reaction rate that may occur. At the same time, it is necessary to avoid coexistence with strong oxidants, strong alkalis and other substances to prevent violent chemical reactions.
As for transportation, appropriate protective measures should be taken according to its chemical characteristics. Because it may be more sensitive to vibration and collision, it is necessary to fill the packaging with cushioning materials, such as foam, cotton, etc., to ensure that it is not strongly vibrated and impacted during transportation. The transportation process should maintain a dry and cool environment to avoid high temperature and humid places. If it is transported by air, it must strictly follow the relevant air transportation regulations, properly pack and label it, clearly indicate its chemical properties and precautions, so that the transporter can understand it, so as to ensure the safety of transportation.

2-Bromopyridine-4-boronic acid, the price of this product in the market is difficult to judge. The change in its price is related to multiple ends.
First, the quantity of production is the main factor. If there are many producers, and the goods are in the market, the supply exceeds the demand, and the price will decline; on the contrary, if there is less production and more demand, the price will rise. If in the past, when the producers work together to expand production, the market is full of goods, and the price will fall.
Second, the price of materials also has an impact. If the price of the raw materials required to make this product rises, in order to ensure profitability, the price of the finished product will also increase. For example, if the raw materials are scarce and there are many competing buyers, the price will be high, causing the price of 2-bromopyridine-4-boronic acid to also rise.
Third, the price will be determined by the state. In the fields of medicine and chemical industry, if the demand for this product is strong, the price will remain high; if the demand is weak, the price will drop. For example, in a certain period of pharmaceutical research and development, the demand for this product will increase sharply, and the price will rise sharply.
Fourth, the new changes in the technique are related. If the technique is refined, the yield is high and the material consumption is small, the cost will drop and the price will also drop; if the new technique is not released, the cost will be difficult to reduce, and the price may be difficult to
In summary, the market price of 2-bromopyridine-4-boronic acid is variable and varies with supply and demand, material prices, and changes. To know the real-time price, it is necessary to carefully observe the market situation and consult producers and merchants.