6-Ethoxypyridine-3-boronic acid

6-Ethoxypyridine-3-boronic acid is an important compound in the field of organic synthesis. Its chemical properties are unique, and it has the characteristics of both pyridine and boric acid.
In terms of its physical properties, it is often white to white solid powder, which is relatively stable at room temperature and pressure. However, it is quite sensitive to humidity and needs to be properly stored in a dry environment to prevent it from changing due to moisture.
From the perspective of reactivity, boric acid groups have typical Lewis acidity and can react with many nucleophiles. For example, it can react with alcohols under appropriate conditions to form borate esters. This reaction is often an important step in the construction of specific structures in organic synthesis. And it can participate in the Suzuki-Miyaura coupling reaction, which is a classic method for forming carbon-carbon bonds. In this reaction, 6-ethoxypyridine-3-boronic acid and halogenated aromatics or halogenated olefins can efficiently form biaryl or alkenyl products under the action of palladium catalysts and bases. This reaction is widely used in drug synthesis, materials science and other fields to assist in the synthesis of many bioactive molecules and functional materials.
Furthermore, the presence of the pyridine ring gives the compound a certain alkalinity. Its nitrogen atom can accept protons and react with acids to form salts. At the same time, the pyridine ring also affects the electron cloud distribution of the molecule, which has a subtle effect on the reactivity of boric acid groups. For example, the ethoxy group on the pyridine ring acts as the power supply group, which can increase the electron cloud density of the molecule, which in turn affects its reaction selectivity.
In summary, 6-ethoxy pyridine-3-boronic acid plays an indispensable role in the field of organic synthesis chemistry due to its unique chemical properties, providing an effective way for the construction of many complex organic molecules.

The common synthesis methods of 6-ethoxypyridine-3-boronic acid generally include the following.
First, the method of using halogenated pyridine as the starting material. Take a suitable halogenated pyridine, such as 6-ethoxy-3-halogenated pyridine, and react with an organometallic reagent, such as an organolithium reagent or a Grignard reagent. First, the halogenated pyridine and an organolithium reagent undergo a metal-halogen exchange reaction at a low temperature and in a harsh environment without water and oxygen to generate the corresponding lithium-substituted pyridine intermediate. This intermediate is highly active, and then it meets borate esters, such as trimethoxy borate esters, and boron groups are introduced through nucleophilic substitution reactions. After the reaction is completed, it is treated with dilute acid to hydrolyze to obtain the target product 6-ethoxypyridine-3-boronic acid. In this approach, the preparation and use of organolithium reagents need to be handled with caution, because it is extremely sensitive to water and air.
Second, the coupling reaction catalyzed by palladium. 6-ethoxy-3-halopyridine and pinacol diborate are selected as reactants, and palladium complexes are used as catalysts, such as tetra (triphenylphosphine) palladium. In the presence of appropriate bases, such as potassium carbonate, sodium carbonate, etc., the reaction is heated in an organic solvent, such as dioxane, toluene, etc. The palladium catalyst activates the carbon-halogen bond of halogenated pyridine, and the pinacol diborate also participates in the reaction to realize the transfer and coupling of boron groups. After the reaction, the pure 6-ethoxypyridine-3-boronic acid can be obtained through the separation and purification steps. This method has good selectivity and relatively mild conditions, but the cost of palladium catalysts is relatively high.
Third, the strategy of synchronizing the construction of pyridine rings with the introduction of boron groups. By designing suitable raw materials, when the pyridine ring structure is constructed by multi-step reaction, ethoxy and boron groups are introduced at the same time. For example, an amine compound containing ethoxy group and an unsaturated carbonyl compound containing boron group are cyclized under the catalysis of acid or base to form a pyridine ring, and then the target product is obtained. This approach is complicated and requires fine design of the reaction route and conditions, but its advantage is that it can start from simple raw materials and realize the construction of complex structures in one step.

6-Ethoxypyridine-3-boronic acid is used in various fields. It has a significant role in the field of medicinal chemistry. It can be used as a key synthetic block to prepare a variety of biologically active compounds. For example, when developing new antimalarial drugs, 6-ethoxypyridine-3-boronic acid is introduced into the molecular structure through clever organic synthesis methods, and a complex drug molecular structure is constructed through multi-step reactions, which is expected to improve the inhibitory effect of drugs on malaria parasites.
In the field of materials science, 6-ethoxypyridine-3-boronic acid is also useful. Can participate in the preparation of functional organic materials, such as materials for specific optoelectronic properties. When copolymerized with other organic conjugated monomers, its unique structure can adjust the electron cloud distribution of the material, thereby improving the fluorescence emission characteristics of the material. In the fabrication of devices such as organic Light Emitting Diodes (OLEDs), it may improve the luminous efficiency and stability of the device.
In the field of organic synthetic chemistry, 6-ethoxypyridine-3-boronic acid is often used as an aryl boric acid reagent. It can participate in many classic organic reactions, such as the Suzuki-Miyaura coupling reaction. In this reaction, it is coupled with halogenated aromatics under the action of suitable catalysts and bases to form carbon-carbon bonds, thus efficiently synthesizing a series of biaryl compounds with diverse structures, which is of great significance for the synthesis of complex natural products, pharmaceutical intermediates and new organic functional materials.

6-Ethoxypyridine-3-boronic acid, a class of compounds that have attracted much attention in the field of organic synthesis, has shown a wide range of uses in drug development, materials science and many other aspects. However, its market price is difficult to sum up, because it is deeply influenced by multiple factors.
The first to bear the brunt is the cost of raw materials. The price fluctuations of various starting materials required for the preparation of 6-ethoxypyridine-3-boronic acid have a profound impact on the final product pricing. If raw materials are scarce or difficult to obtain, the cost will rise, which will lead to higher prices of finished products.
Secondly, the simplicity of the synthesis process is also the key. If the synthesis process requires a multi-step reaction, and the reaction conditions of each step are harsh, and the reaction equipment and technical requirements are extremely high, then the production cost will also increase significantly, and the price of the product in the market will rise accordingly. On the contrary, if the process is simple and efficient, the cost is expected to be reduced.
Furthermore, the market supply and demand situation determines the price. If the market has strong demand for 6-ethoxypyridine-3-boronic acid, and the supply is relatively short, merchants will raise prices due to the situation; conversely, if the market demand is low and the supply is excessive, the price will be under downward pressure.
In addition, product purity is also an important factor affecting the price. High-purity 6-ethoxypyridine-3-boronic acid, due to the difficulty of preparation, the production process and purification technology requirements are strict, so the price is often higher than ordinary purity products.
From the current market situation, the price range of 6-ethoxypyridine-3-boronic acid is relatively large. For ordinary purity, the price per gram may be in the tens of yuan; for high-purity, suitable for high-end scientific research or pharmaceutical production, the price per gram may reach hundreds of yuan, or even higher. To know the exact price, buyers should consult major chemical product suppliers in detail, or make detailed inquiries on relevant chemical product trading platforms, in order to obtain accurate quotations.

6-Ethoxypyridine-3-boronic acid, this substance should be stored in a dry, cool and well-ventilated place. Because of its certain chemical activity, it is easy to deteriorate in humid and high temperature environments.
Store in a dry place to avoid contact with water vapor. Water vapor is often the medium for many chemical reactions. Once 6-ethoxypyridine-3-boronic acid encounters water, it may initiate reactions such as hydrolysis, which will damage its chemical structure and purity.
As for a cool place, the temperature is too high, or the molecular activity is greatly increased, causing adverse reactions such as decomposition and polymerization. Molecules at high temperatures, energy increases, stability decreases, and are prone to chemical changes, losing their original characteristics.
Good ventilation is also critical. If stored in a closed, airless place, once this material evaporates or decomposes to produce harmful gases, it is difficult to disperse in time, not only polluting the environment, but also endangering personnel safety and surrounding items.
and must be placed separately from oxidizing agents, acids, bases and other chemicals. The chemical properties of 6-ethoxypyridine-3-boronic acid make it easy to cause violent chemical reactions when in contact with the above substances, or the danger of explosion and combustion.
Storage containers also need to be carefully selected. It is advisable to use corrosion-resistant materials, such as glass or specific plastic containers. Metal containers or chemical reactions with 6-ethoxypyridine-3-boronic acid cause corrosion of the container and affect the quality of the substance. All of these are essential for proper storage of 6-ethoxypyridine-3-boronic acid.