2-Ethoxypyridine-5-boronic acid

2-Ethoxypyridine-5-boronic acid has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. Gein boric acid groups have unique reactivity and can participate in many key organic reactions, such as the Suzuki coupling reaction. In such reactions, 2-ethoxypyridine-5-boronic acid can be coupled with halogenated aromatics or halogenated olefins under the action of appropriate catalysts and bases to form carbon-carbon bonds, which is an important strategy for the synthesis of complex organic molecules. Through this method, a series of organic compounds containing pyridine structures can be prepared, which are of great significance in the field of medicinal chemistry. The core structure of many biologically active drug molecules contains pyridine units, and 2-ethoxypyridine-5-boronic acid is a product involved in the synthesis, or can be used as a lead compound to lay the foundation for the development of new drugs.
In the field of materials science, polymers or organic materials containing pyridine-boric acid structures generated by related reactions may have unique optoelectronic properties. For example, some of these materials may be applied to the field of organic Light Emitting Diodes (OLEDs). Due to their structural properties, they may improve the key properties such as luminous efficiency and stability of materials, thereby promoting the development of display technology. In addition, in the development of new sensor materials, 2-ethoxypyridine-5-boronic acid is involved in the synthesis of substances, or due to the selective identification ability of pyridine rings and boric acid groups for specific substances, sensors with high sensitivity and selectivity for certain ions and molecules are constructed to achieve accurate detection of specific substances in the environment and biological systems.

The method for preparing 2-ethoxy-pyridine-5-boronic acid is described in the past literature, and many paths are followed.
First, 2-ethoxy-5-halo-pyridine is used as the starting material. Halo-pyridine can react with organometallic reagents, such as n-butyllithium, to form a lithium intermediate. This intermediate is highly active and can react with borate esters, such as trimethoxy borate. After the reaction is completed, 2-ethoxy-pyridine-5-boronic acid can be obtained by hydrolysis step. For example, if 2-ethoxy-5-bromopyridine is used as the starting material, in a low temperature and anhydrous and oxygen-free environment, n-butyl lithium reacts with it, and lithium atoms will replace bromine atoms to form a lithiated product. The lithiated product is then mixed with trimethoxy borate, and then hydrolyzed with dilute acid to obtain the target product. The advantage of this path is that the starting material is relatively easy to obtain, the reaction step is clear, and the reaction conditions are harsh. It requires a low temperature and an anhydrous and oxygen-free environment, which requires high operation requirements.
Second, pyridine derivatives are used as the starting materials and prepared through multi-step transformation. For example, specific substituents are first modified on the pyridine ring, and ethoxy groups are introduced. Then the boron group is introduced to the 5-position of the pyridine ring through a suitable metal-catalyzed reaction, such as palladium-catalyzed boration. This process requires careful selection of ligands and reaction conditions to improve the regioselectivity and yield of the reaction. The advantage of this method is that it is highly flexible and can be derived according to different starting materials. However, there are many reaction steps, and the reaction conditions of each step need to be carefully adjusted to ensure the overall synthesis efficiency.
There is also a method of converting boron-containing pyridine compounds as raw materials through specific groups. Such starting materials can be prepared by other special synthetic methods, and then other groups are modified into ethoxy groups by group conversion to obtain 2-ethoxy pyridine-5-boronic acid. This method may simplify part of the synthesis steps, but it may be difficult to find suitable starting materials containing boron pyridine, and the conversion reaction conditions also need to be carefully explored.

2-Ethoxypyridine-5-boronic acid, which is an important reagent in the field of organic synthesis. It has specific physical properties and plays a key role in many reactions.
From its appearance, it is often in a white to white solid state. This state is easy to access and store, and it is easy to weigh accurately during experimental operations, laying the foundation for the accuracy of the reaction.
When it comes to melting point, it is usually within a certain range. This property is of great significance in identification and purity determination. If the melting point of the sample matches the established range and the melting range is very narrow, it may indicate that its purity is quite high; conversely, if the melting point deviates or the melting range is wide, it suggests that there may be impurities.
Solubility is also one of the key physical properties. In common organic solvents such as dichloromethane, N, N-dimethylformamide (DMF), 2-ethoxypyridine-5-boronic acid exhibits a certain solubility. In dichloromethane, it can be moderately dissolved, which makes it possible to participate in the reaction in the reaction system using dichloromethane as the solvent. In DMF, the solubility is better, which facilitates some reactions that require high solubility, enabling more sufficient contact between the reactants, and the reaction can proceed smoothly.
In addition, the stability of this compound cannot be ignored. Under normal storage conditions, if properly stored, it can maintain a relatively stable state. However, it is more sensitive to humidity and is prone to change when exposed to moisture, which affects its chemical properties and reactivity. Therefore, it is necessary to pay attention to moisture resistance when storing, and it should usually be placed in a dry environment to ensure its quality and performance.
In summary, the physical properties of 2-ethoxypyridine-5-boronic acid, such as appearance, melting point, solubility and stability, have a profound impact on its application in organic synthesis experiments and industrial production. Familiarity with and mastery of these properties can make better use of this substance to achieve the desired reaction and synthesis goals.

The chemical properties of 2-ethoxypyridine-5-boronic acid are stable under common conditions. However, in specific scenarios, it will also show an active state.
Boric acid groups are the key active sites of this compound. In alkaline media, boric acid groups are prone to react or form borate substances. In high temperature environments, its stability is either challenged or structural changes are caused, such as deboronation, rearrangement, etc.
In an oxidizing atmosphere, if there is a strong oxidizing agent, this compound may be oxidized, causing the structure of the pyridine ring and ethoxy group to change. Under reduced conditions, the pyridine ring may be hydrogenated and reduced, causing the electron cloud distribution and chemical properties to change.
At the same time, its solubility also affects its chemical stability. In polar solvents, or due to the interaction between the solvent and the compound, the electron cloud density distribution within the molecule changes, which in turn affects the stability. In non-polar solvents, the intermolecular forces are different, or they also have different effects on its stability.
From the perspective of reactivity, the boric acid group of the compound can participate in a variety of organic synthesis reactions, such as the Suzuki-Miyaura coupling reaction. In this process, although the boric acid group participates in the reaction, the reaction conditions are properly controlled, and the rest of the structure can still be maintained stable.
In summary, the chemical properties of 2-ethoxypyridine-5-boronic acid are stable under normal conditions, but may exhibit different reactivity and stability changes under special reaction conditions and environmental factors.

In today's market, the price of 2-ethoxypyridine-5-boronic acid often varies depending on the quality, source, and purchase quantity. If the purchase quantity is small, it is a commonly used test dose in laboratories, and its price is higher. For those with superior quality, the price per gram may be in the tens of yuan to hundreds of yuan. However, if the purchase quantity is large, such as the kilogram level, the price may be reduced due to the large quantity.
Looking at the chemical raw material market, the price may fluctuate. When the market is stable, the price per kilogram purchased in bulk may be in the thousands. In case of tight supply of raw materials, or rising production costs, the price will also rise. And the price of different suppliers is also different. Those who are famous and heavy on quality may have a slightly higher price, but the product has good purity and stability. Some small suppliers are competing for the market, and the price may be lower, but the quality may need to be carefully inspected.
In addition, changes in market supply and demand also affect the price. When demand exceeds supply, the price often rises; if supply exceeds demand, the price may fall. Therefore, in order to know the exact price, it is necessary to carefully observe the market and consult with various suppliers to obtain a suitable price in the near future.