3-Fluoropyridine-4-boronic acid

3-Fluoropyridine-4-boronic acid is an important reagent in the field of organic synthesis. It has many unique chemical properties.
In terms of acidity, the boric acid part can release protons, showing a certain acidity. This acidity enables it to react with bases to form corresponding borates. In organic synthesis, this property is often used to form specific chemical bonds.
In nucleophilic substitution reactions, the compound exhibits reactivity. Its boron atoms have empty orbits and are easy to accept nucleophilic reagents for attack. For example, in the palladium-catalyzed cross-coupling reaction, 3-fluoropyridine-4-boronic acid can react with substrates such as halogenated hydrocarbons to realize the construction of carbon-carbon bonds or carbon-heteroatomic bonds, thereby synthesizing complex organic molecules.
Its stability is also worthy of attention. Under suitable conditions, the compound is relatively stable and easy to store and operate. However, when exposed to strong oxidizing agents, strong acids or bases, its structure may be damaged, triggering chemical reactions and forming other products.
In addition, the presence of fluorine atoms in 3-fluoropyridine-4-boronic acid has a significant impact on its chemical properties. Fluorine atoms are highly electronegative and have electron-withdrawing induction effects, which can affect the distribution of molecular electron clouds, thereby changing the reactivity and selectivity. In some reactions, fluorine atoms can guide the reaction in a specific direction to generate products of a specific configuration.
In summary, 3-fluoropyridine-4-boronic acid has been widely used in many fields such as organic synthesis and pharmaceutical chemistry due to its unique chemical properties, providing an important way for the creation of new compounds.

The common synthesis methods of 3-fluoropyridine-4-boronic acid are as follows:
First, 3-fluoropyridine is used as the starting material. First, 3-fluoropyridine reacts with butyl lithium. Butyl lithium is strongly basic and nucleophilic, and will seize hydrogen atoms at specific positions on the pyridine ring to form a lithium intermediate. This intermediate is highly active, and then reacts with borate esters (such as trimethoxyborate). The lithium atoms are replaced by borate ester groups. After hydrolysis, 3-fluoropyridine-4-boronic acid is finally obtained. This process needs to be carried out at low temperature, anhydrous and oxygen-free environment. Due to the extremely active lithiated intermediate, it is easy to react with water and oxygen, resulting in impure products or reduced yields.
Second, the halopyridine route is used. If there is 3-fluoro-4-halopyridine (halogen atoms such as bromine and iodine), it can be synthesized by palladium-catalyzed boration. In the presence of palladium catalyst (such as tetra (triphenylphosphine) palladium), ligand and base, the halogen atom and boron source undergo exchange reaction to form 3-fluoropyridine-4-boronic acid pinacol ester, and then hydrolyzed by acid or base to obtain the target product 3-fluoropyridine-4-boronic acid. The conditions of this method are relatively mild, and the selection of catalyst and ligand has a great influence on the reaction. Appropriate collocation can improve the reaction activity and selectivity.
Third, starting from pyridine derivatives, it is constructed through multi-step reaction. If a suitable substituted pyridine is selected, the target product can be obtained through a series of reactions such as substitution, fluorination, boration, etc. This approach has many steps and requires fine reaction design and condition control, but it has advantages in raw material selection or the introduction of specific groups. Each method has its own advantages and disadvantages. The actual synthesis is selected according to the availability of raw materials, cost, yield and purity requirements.

3-Fluoropyridine-4-boronic acid is useful in many fields. In the field of pharmaceutical creation, it is a key raw material for the synthesis of drugs. The characteristics of the gainpyridine ring and boric acid group can be precisely combined with specific targets in the body, which helps to develop novel and efficient therapeutic drugs, such as anti-cancer and anti-infective drugs.
In the context of materials science, this compound is also very important. It can be used to prepare materials with special photoelectric properties, such as organic Light Emitting Diode (OLED) materials. Due to its structure, the electronic transmission and luminescence properties of the material can be adjusted, so that the fabricated OLED device has better luminous efficiency and color performance.
In the field of organic synthesis chemistry, 3-fluoropyridine-4-boronic acid is a commonly used intermediate in organic synthesis. With its boric acid group activity, it can participate in a variety of classic organic reactions, such as Suzuki coupling reaction. With this reaction, complex organic molecular structures can be easily constructed, providing an effective path for the synthesis of various functional organic compounds, and then widely used in the preparation of fine chemical products, such as the synthesis of fragrances, pesticides, etc.

The market price of 3-fluoropyridine-4-boronic acid is difficult to say in a word. Its price often changes due to many factors, just like the situation changes.
First, it is difficult to prepare. The synthesis of this compound may require exquisite craftsmanship and rare raw materials. If the preparation is difficult, the cost will be high, and the price will also rise. For example, if it is made with complex reaction paths and reaction conditions that need to be strictly controlled, it will consume manpower and material resources, and its price will be high.
Second, the state of market supply and demand. If this product is in high demand in fields such as pharmaceutical research and development, materials science, etc., and the supply is limited, just like the reason that rare is expensive, the price will increase. On the contrary, if the supply exceeds the demand, the merchant will sell the goods or reduce the price to promote the transaction.
Third, the quality is good or bad. High-purity 3-fluoropyridine-4-boronic acid, because of its few impurities and good performance, is suitable for high-end scientific research and production, and the price is often higher than that of ordinary quality. Like fine gold and beautiful jade, the price is higher than usual.
Fourth, source and origin. Different origins and different suppliers have different prices due to different cost structures and production scales. Large-scale production in large factories may reduce costs due to scale effects, and the price may be competitive; small workshop production may have high costs, and the price is also different.
Looking at the state of the market in the past, its price fluctuates within a certain range. However, to know the exact current price, you need to consult chemical raw material suppliers, trading platforms, or refer to recent market transaction records to obtain an approximate value.

3-Fluoropyridine-4-boronic acid is an important reagent in organic synthesis, and many key matters must be paid attention to during storage and transportation.
First, storage temperature is extremely critical. This substance should be stored in a low temperature environment, usually under refrigeration conditions of 2-8 ° C. If the temperature is too high, it may cause chemical reactions and cause deterioration. Due to the increase in temperature, the molecular activity is enhanced, which can easily lead to changes in boric acid groups, affecting its chemical stability and reactivity.
Second, moisture resistance is also a top priority. 3-Fluoropyridine-4-boronic acid has a certain degree of hygroscopicity. After contact with water, boric acid is partially hydrolyzed, which in turn changes its chemical structure and properties. Therefore, it should be stored in a dry place, and the packaging must be well sealed. It can be filled with inert gases such as nitrogen to isolate air and moisture.
Third, vibration and collision should be avoided during transportation. Because it is a fine chemical, severe vibration or collision may cause damage to the packaging, which may then come into contact with air and moisture, and may also cause internal structural changes. When transporting, suitable packaging materials, such as foam and sponge with good cushioning properties, should be used to firmly fix and reduce the impact of vibration.
Fourth, isolation from other substances should not be ignored. This product should not be stored or transported with oxidizing agents, strong acids, strong bases and other substances. Due to the chemical properties of 3-fluoropyridine-4-boronic acid, such substances are prone to chemical reactions, or cause dangerous conditions such as combustion and explosion.
In summary, proper storage and transportation conditions are the key to ensuring the quality and performance of 3-fluoropyridine-4-boronic acid, and must not be taken lightly.