6-Amino-4-chloropyridine-3-boronic Acid Pinacol Ester

6-Amino-4-chloropyridine-3-boronic acid pinacol ester, which has a wide range of uses. In the field of medicinal chemistry, it is a key intermediate in organic synthesis. In the process of many drug development, it is often relied on to construct special pyridine structures. Gainpyridine rings are common in many active ingredients of drugs, and borate ester groups can participate in various organic reactions, helping to introduce other key functional groups, and then synthesize compounds with specific pharmacological activities.
In the field of materials science, it also has important uses. It can be used to prepare functional materials, such as organic optoelectronic materials. By reacting with other compounds containing specific functional groups, polymers or molecular systems with special photoelectric properties are formed, which are used in organic Light Emitting Diodes, solar cells and other devices.
In organic synthetic chemistry, it can participate in the Suzuki-Miyaura coupling reaction as a borate ester reagent. This reaction is a powerful means of building carbon-carbon bonds. It can be coupled with halogenated aromatics, halogenated olefins, etc., to form organic compounds with diverse structures. It is widely used in the fields of total synthesis of natural products, drug synthesis, and material synthesis. It greatly expands the boundaries of organic synthesis and provides the possibility for the creation of novel organic molecules with specific functions.

There are several common methods for the synthesis of 6-amino-4-chloropyridine-3-boronic acid pinacol ester.
First, 4-chloro-3-bromopyridine is used as the starting material. Shilling 4-chloro-3-bromopyridine reacts with n-butyllithium in a low temperature environment to form the corresponding lithium compound. This lithium compound has high activity, and then interacts with borate pinacol ester to form 6-amino-4-chloropyridine-3-borate pinacol ester through a series of reactions. This process requires strict control of the reaction temperature and time. Due to the active nature of lithium compounds, improper operation can easily lead to side reactions.
Second, 4-chloro-3-nitropyridine is used as the starting material. First, 4-chloro-3-nitropyridine is reduced to 4-chloro-3-aminopyridine. There are various reduction methods. Catalytic hydrogenation can be used, using palladium carbon as a catalyst, hydrogenation under suitable pressure and temperature; chemical reducing agents such as iron powder, zinc powder, etc. can also be used to reduce under acidic conditions. After obtaining 4-chloro-3-aminopyridine, bromine atoms are introduced through halogenation reaction to generate 4-chloro-3-amino-6-bromopyridine. Subsequently, a coupling reaction occurs with diphenacol borate under palladium catalysis to obtain the target product 6-amino-4-chloropyridine-3-boronacol ester. This route has a little more steps, but the reaction conditions of each step are relatively mild and easy to control.
Third, pyridine derivatives are used as raw materials and are converted into functional groups in multiple steps. Firstly, the appropriate substituent modification of the pyridine ring is carried out, chlorine atoms and nitro groups are introduced, and suitable substitution modes are constructed through reduction, halogenation and other steps. Finally, the synthesis of 6-amino-4-chloropyridine-3-boronic acid pinacol esters is realized through the reactions related to boronic acid pinacol esters. This approach requires in-depth understanding of pyridine chemistry, rational design of reaction sequence and conditions, in order to efficiently synthesize the target product.

6-Amino-4-chloropyridine-3-boronic acid pinacol ester, which is a very important intermediate in organic synthesis. Its physical and chemical properties are unique and have a significant impact on the reaction process of organic synthesis.
Looking at its physical properties, it is mostly white to light yellow solid under normal conditions. This color and shape are conducive to observation and operation in the reaction system. Its melting point has a specific range, about [specific melting point range], and this melting point characteristic is of great significance for the purification and identification of compounds. Due to the different purity of things, the melting point also varies. By means of melting point determination, its purity can be preliminarily determined.
When it comes to chemical properties, in the molecular structure, amino groups, chlorine atoms and boric acid pinacol ester groups give them unique reactivity. Amino groups have certain alkalinity and can participate in nucleophilic substitution reactions. They can react with electrophilic reagents such as halogenated hydrocarbons to form new carbon-nitrogen bonds, thereby expanding the complexity of molecular structures. Although chlorine atoms are electron-withdrawing groups, they can leave under appropriate conditions to participate in nucleophilic substitution, creating conditions for the introduction of other functional groups. The boric acid pinacol ester groups play a key role in the coupling reaction catalyzed by transition metals, such as the Suzuki coupling reaction, which can react with aryl halides or alkenyl halides to form carbon-carbon bonds efficiently, and is widely used in drug synthesis, materials science and other fields.
In addition, the compound has different solubility in organic solvents. In common organic solvents such as dichloromethane, N, N-dimethylformamide (DMF), etc., it has a certain solubility, which is conducive to the reaction in a homogeneous system, allowing the reactant molecules to fully contact, speeding up the reaction rate, and improving the reaction yield. In conclusion, the physicochemical properties of 6-amino-4-chloropyridine-3-boronic acid pinacol esters determine their important position and wide application in the field of organic synthetic chemistry.

The price of 6-amino-4-chloropyridine-3-boronic acid pinacol ester in the market often varies for many reasons. Its price is often in the range of tens to hundreds of yuan per gram.
Among them, one is related to the difficulty of preparation. If the preparation requires complicated techniques and high-priced materials, the price must be high. Second, market supply and demand are also the main reasons. If there are many people and there is a shortage of supply, the price will increase; on the contrary, if the supply exceeds the demand, the price may drop. Third, the purity of the product also affects its price. For high purity, due to the need for more refined purification methods, the cost will increase and the price will also be high.
Also, the amount purchased also affects the price. If you buy in bulk, you can often get a preferential price, the price per gram or lower than when you buy in small quantities. Different merchants have different pricing due to different cost considerations and business strategies. Therefore, if you want to know the exact price, you should consult the supplier in detail and compare their quotations to get a suitable price.

6-Amino-4-chloropyridine-3-boronic acid pinacol ester, this substance should be stored in a dry, cool and well-ventilated place. Its properties may be sensitive to moisture, heat and light, so try to avoid it.
In storage, use a sealed container to prevent moisture from invading. If storing in a glass bottle, make sure the cap is tightly closed; if using a plastic container, also make sure it is tightly sealed to avoid excessive contact with air.
In terms of temperature, it should be controlled in a refrigerated environment of 2-8 ° C. This temperature range can maintain the stability of its chemical properties and delay the rate of deterioration. If the place where the climate is warm, you need to pay more attention to refrigeration, and do not place it in a place with high temperature or direct sunlight at will.
In addition, the storage place should be kept away from fire sources, heat sources and incompatible objects. Because it may have a certain chemical activity, in case of incompatible substances, it may cause a chemical reaction and cause a dangerous situation. After taking it, the container should be sealed as before and returned to the original storage environment to preserve the quality of the residue. In this way, it can be properly stored so that it can be used in the future, and its performance can be maintained.