2-Chloropyridine-5-boronicacidpinacolester

2-Chloropyridine-5-boronic acid pinacol ester is a crucial chemical reagent in the field of organic synthesis. It has a wide range of uses and has made outstanding contributions to the creation of new drugs in the field of medicinal chemistry. The construction of many drug molecules often relies on its participation in reactions to build key structural fragments. Because drug active molecules often require a specific chemical structure to function, the unique structure of 2-chloropyridine-5-boronic acid pinacol ester can be combined with other compounds through specific reactions to generate drug molecules with specific activities.
In the field of materials science, it also has outstanding performance. It can be used as an important intermediate in the preparation of functional materials such as optoelectronic materials. Through appropriate chemical reactions, it is introduced into the material structure, endowing the material with unique optoelectronic properties, such as adjusting the luminescence characteristics and charge transport ability of the material, which is of great significance to the development of new high-performance optoelectronic materials.
Furthermore, in the study of organic synthesis methodologies, 2-chloropyridine-5-boronic acid pinacol ester is a commonly used synthetic block. Organic chemists develop novel organic synthesis methods by exploring the reaction conditions and reaction mechanisms of its reaction with different reagents, expanding the boundaries of organic synthesis chemistry, and providing the possibility for the synthesis of more complex and diverse organic compounds. It plays an indispensable role in various fields such as organic synthesis, drug development and material preparation, and promotes the continuous development of related fields.

The synthesis methods of 2-chloropyridine-5-boronic acid pinacol ester are as follows.
First, 2-chloro-5-bromopyridine is used as the starting material. First, 2-chloro-5-bromopyridine is reacted with n-butyl lithium at a low temperature such as -78 ° C. The butyl part of n-butyl lithium will replace the bromine atom to form a lithium intermediate. Then, the boric acid pinacol ester is added to this system, the lithium intermediate reacts with the boric acid pinacol ester, and the lithium atom is replaced by the boric acid pinacol ester group. After post-treatment steps such as hydrolysis, 2-chloropyridine-5-boronic acid pinacol ester can be obtained. In this process, the low temperature reaction can effectively control the reaction selectivity and avoid side reactions.
Second, 2-chloropyridine-5-formic acid can also be used as a raw material. First, 2-chloropyridine-5-formic acid is converted into the corresponding acyl chloride, which can be achieved by reacting with reagents such as dichlorosulfoxide. The obtained acid chloride is then reacted with pinacol borane, and the target product 2-chloropyridine-5-boronic acid pinacol ester is completed in one step after reduction and boroesterification. This method is relatively simple, avoids the use of more active and dangerous reagents such as n-butyl lithium, and improves the operation safety.
Furthermore, 2-chloropyridine is used as the starting material, and the 5-position halogen atom is introduced through halogenation reaction. If it reacts with N-bromosuccinimide (NBS) in the presence of light or initiator, 2-chloro-5-bromopyridine can be obtained. The next step is the same as the method using 2-chloro-5-bromopyridine as the starting material, that is, lithium is first reacted with borate pinacol ester to obtain the target product. This approach requires attention to the control of halogenation reaction conditions to ensure the accurate introduction of halogen atoms into the 5-position.
The above methods have their own advantages and disadvantages. In actual synthesis, the choice needs to be weighed according to various factors such as raw material availability, reaction conditions and cost.

2-Chloropyridine-5-boronic acid pinacol ester, this substance is white to off-white solid and has certain stability. When it encounters strong oxidants, strong acids, strong bases and other substances, it is easy to react chemically. Its melting point is between 70-74 ° C, which is crucial for identification and purity detection.
In terms of solubility, it is slightly soluble in water, but soluble in common organic solvents, such as dichloromethane, chloroform, tetrahydrofuran, etc. This solubility allows it to select suitable solvents in organic synthesis reactions to promote the smooth progress of the reaction.
2-chloropyridine-5-boronic acid pinacol ester is crucial in the field of organic synthesis and is often used as a key intermediate. In its structure, chlorine atoms and boronic acid pinacol ester groups have high reactivity. Chlorine atoms can participate in nucleophilic substitution reactions, boric acid pinacol ester groups can participate in various coupling reactions such as Suzuki coupling reactions, thereby forming carbon-carbon bonds and carbon-heteroatom bonds, thereby synthesizing complex organic compounds, which are widely used in pharmaceutical chemistry, materials science and many other fields.

The market price of 2-chloropyridine-5-boronic acid pinacol ester often fluctuates for many reasons. In the past, the price of this chemical was influenced by various factors such as the supply of raw materials, the difficulty of preparation process, and the amount of market demand.
Let's talk about the supply of raw materials first. If the raw materials required for the preparation of this product are abundant and affordable, the cost of 2-chloropyridine-5-boronic acid pinacol ester will also decrease, and the market price may also decrease accordingly. On the contrary, if the raw materials are scarce and the price is like a canopy, the cost will be high, and the market price will also rise.
Furthermore, if the preparation process is mature, efficient, low energy consumption and loss, the production cost can be effectively reduced, and the price may be relatively easy. However, if the process is complicated, the equipment and technical requirements are strict, and the production cost is greatly increased, the price in the market will also be high.
As for market demand, if many industries have strong demand for this chemical, such as medicine, materials and other fields, when the supply exceeds the demand, the price will rise. On the contrary, if the demand is low, merchants may reduce prices in order to sell.
According to past market conditions, the price of 2-chloropyridine-5-boronic acid pinacol ester ranges from tens to hundreds of yuan per gram. However, this is only a rough figure. Today, due to the unpredictable market, the true price needs to be consulted in detail with relevant chemical product suppliers, distributors, or on the chemical product trading platform to obtain the exact price.

2-Chloropyridine-5-boronic acid pinacol ester is a reagent commonly used in organic synthesis. Its storage conditions are crucial, which is related to the stability and activity of this substance.
This reagent should be stored in a dry and cool place. It is easy to cause hydrolysis of it by covering the humid gas, which damages its structure and function. If stored in a humid place, water vapor interacts with the borate ester group, causing it to deteriorate and lose its original reactivity, and it is difficult to achieve the expected effect in subsequent synthesis reactions. A cool environment is also indispensable, and high temperature can accelerate the rate of chemical reactions or cause adverse changes such as decomposition. If the temperature is too high, the internal energy of the molecule increases, the stability of the structure decreases, the interaction between molecules changes, and the decomposition reaction is induced, which makes the reagent ineffective.
And it is necessary to avoid direct light. Optical radiation can initiate photochemical reactions and affect the chemical stability of this substance. The energy of light, or the molecular electron transition, occurs photolysis and other reactions, which change its chemical composition and properties, which is not conducive to long-term storage and subsequent use.
Furthermore, the storage place should be isolated from oxidants, acids, bases and other substances. The chemical properties of 2-chloropyridine-5-boronic acid pinacol ester are active, and in contact with the above substances, it is easy to cause chemical reactions, or cause dangers such as combustion and explosion, and cause the reagent to deteriorate itself.
Store this substance according to its chemical properties, keep dry, cool, dark and isolate related substances, in order to ensure its quality and stability, and play its due role in organic synthesis and other fields.