6-Fluoropyridine-3-boronic acid pinacol ester

6-Fluoropyridine-3-boronic acid pinacol ester has a wide range of uses and is a crucial reagent in the field of organic synthesis.
First, it can play a great role in the reaction of building carbon-carbon bonds. Such as Suzuki-Miyaura coupling reaction, which is a very common method for forming carbon-carbon bonds in organic synthesis. 6-Fluoropyridine-3-boronic acid pinacol ester can be successfully coupled with halogenated aromatics or halogenated olefins under the action of palladium catalysts and bases to form a series of fluoropyridine derivatives. Such derivatives are of great significance in the field of medicinal chemistry, and many biologically active drug molecules contain this structural unit. Through this reaction, their key skeletons can be effectively constructed, providing a rich structural basis for the development of new drugs.
Second, in the field of materials science, it also has a good performance. After a specific reaction, it can be introduced into polymer materials. Due to the unique properties of fluorine atoms, such as large electronegativity and small atomic radius, it can significantly change the electronic structure and physicochemical properties of materials. In this way, the prepared materials may have excellent electrical properties, thermal stability and chemical stability, etc., and have potential application prospects in the fields of organic optoelectronic materials, high-performance polymer materials, etc., which can be used to fabricate new Light Emitting Diodes, field effect transistors and other electronic devices.
Third, in the total synthesis of complex natural products, 6-fluoropyridine-3-boronic acid pinacol esters can also play a key role. Natural products are often complex in structure and difficult to synthesize. The compound can be used as an important synthetic intermediate. With its unique reactivity, it can precisely construct specific structural fragments in natural products through ingenious synthesis route design, and help complete the total synthesis of complex natural products, thus laying the foundation for in-depth research on the biological activities and pharmacological effects of natural products.

There are several common methods for synthesizing 6-fluoropyridine-3-boronic acid pinacol ester.
First, 6-fluoropyridine-3-halide is used as the starting material. This halide can react with the double pinacol borate in an alkaline environment under the action of a palladium catalyst such as tetra (triphenylphosphine) palladium. Potassium carbonate, sodium carbonate, etc. can be selected as the base, and the reaction solvent is often an organic solvent such as dioxane and toluene. In this reaction, the halogen atom is replaced by a borate group, and the target product is obtained through a series of steps. For example, 6-fluoropyridine-3-bromide and difluoropyridine-3-nitropyridine borate are gradually converted into 6-fluoropyridine-3-boronic acid boronyl alcohol ester under the above conditions, after heating and stirring.
Second, 6-fluoropyridine-3-nitropyridine can also be used. The nitro group is first reduced to an amino group, and a reduction system such as iron/hydrochloric acid or hydrogen/palladium carbon can be used. After 6-fluoropyridine-3-amine is obtained, it is diazotized with sodium nitrite under acidic conditions to form a diazonium salt. Then the diazonium salt is reacted with pinacol borane or dual pinacol borate, so that the boric acid pinacol ester is introduced, and finally the 6-fluoropyridine-3-boronic acid pinacol ester is synthesized.
In addition, it is also a feasible method to use suitable pyridine derivatives as raw materials through metal-catalyzed boronation assisted by guide groups. Using specific guide groups, such as groups at specific positions on the pyridine ring that can coordinate with metals, under the action of metal catalysts and boron reagents, the boronation reaction can be realized, and the structure of 6-fluoropyridine-3-boronic acid pinacol ester can be accurately constructed. The reaction conditions need to be carefully adjusted according to the specific raw materials and reagents in order to obtain a product with good yield and purity.

6-Fluoropyridine-3-boronic acid pinacol ester is a crucial intermediate in the field of organic synthesis. Its physical and chemical properties are unique and it is widely used in organic synthesis.
Looking at its physical properties, under normal conditions, 6-fluoropyridine-3-boronic acid pinacol ester is mostly white to light yellow solid. Its melting point value is in a specific range, which can help chemists determine its purity by melting point. Generally speaking, the melting point of pure substances is relatively fixed. If it contains impurities, the melting point may change. Furthermore, its solubility varies in different organic solvents. In common organic solvents such as dichloromethane, toluene, tetrahydrofuran, etc., it exhibits good solubility due to the interaction of its molecular structure with organic solvents. In water, its solubility is poor, which is dominated by the hydrophobicity of the molecule.
As for chemical properties, in 6-fluoropyridine-3-boronic acid pinacol esters, the presence of fluorine atoms on the pyridine ring gives the molecule a unique electronic effect. The high electronegativity of fluorine atoms can reduce the electron cloud density of the pyridine ring, which in turn affects the reactivity of the groups connected to it. The boric acid pinacol ester part has the typical reactivity of borate esters. For example, it can participate in the Suzuki-Miyaura coupling reaction. In this reaction, borate esters and halogenated aromatics or halogenated olefins can efficiently form carbon-carbon bonds under the action of palladium catalysts and bases. This reaction is widely used in drug synthesis, materials science and many other fields, and can be used to synthesize complex organic molecules. In addition, the substance is relatively stable to air and moisture, making it easier to store and operate, but in actual use, it still needs to follow the corresponding chemical operation specifications to prevent the introduction of impurities or unnecessary side reactions.

I look at your question, but I am inquiring about the market price range of 6-fluoropyridine-3-boronic acid pinacol ester. This compound is in the chemical market, and its price often fluctuates due to many factors.
The first to bear the brunt, purity is the key factor. If the purity is very high, reaching more than 98%, it is often required for scientific research and high-end chemical synthesis, and its price is high. Such high-purity products can cost hundreds of yuan per gram. Gai because of its complex preparation process, requires fine purification, and consumes a lot of manpower and material resources.
Second, market supply and demand also affect its price. If many companies or scientific research institutions have a large increase in demand for this at some time, and the supply is limited, the price will rise. On the contrary, if the supply exceeds the demand, the price will drop.
Furthermore, manufacturers and channels also have an impact. Well-known large factories have stable product quality and relatively high prices; while purchasing through different trade channels, the cost also varies.
Generally speaking, under common commercial specifications, low-purity (such as about 95%) products may cost between tens of yuan and 100 yuan per gram; high-purity products may cost more than 200 yuan per gram or even more, depending on specific market conditions. However, the chemical market is unpredictable, and this is only an approximate price. To know the exact price, you need to consult each supplier in detail.

6-Fluoropyridine-3-boronic acid pinacol ester should be stored in a dry, cool and well-ventilated place. This compound is quite sensitive to humidity and temperature, so it needs to be strictly controlled.
In the environment where it is stored, the temperature should be maintained between 2-8 degrees Celsius. If the temperature is too high, it may cause its chemical properties to change, or cause decomposition and deterioration. Low temperature can maintain the stability of its chemical structure and prevent the loss of its active ingredients.
As for humidity, it is necessary to keep the environment dry to avoid moisture. Because moisture can easily cause chemical reactions such as hydrolysis, the purity and quality of the compound are damaged. It should be placed in a sealed container and then placed in a dryer to prevent moisture from invading.
It should also be noted that this product should be kept away from fire sources, heat sources and strong oxidants. Because of its certain chemical activity, there may be risks of fire and explosion in case of such substances. The storage place should also be placed separately from other chemicals to prevent mutual reaction.
When using it, the operation should be done quickly, and strict operating procedures should be followed. It should be sealed and returned after use to ensure that its quality is not affected and good chemical properties are maintained for a long time.