2-BOC-AMINO PYRIDINE-5-BORONIC ACID

2-BOC-AMINO-PYRIDINE-5-BORONIC ACID, that is, 2- (tert-butoxycarbonyl amino) pyridine-5-boronic acid, its chemical structure is as follows.
The pyridine ring is the core structure of this compound, which is a six-membered nitrogen-containing heterocycle and has aromatic properties. In the second position of the pyridine ring, there is a -NHBOC group. In this group, one hydrogen atom of the amino group (-NH2O) is replaced by the tert-butoxycarbonyl group (-BOC, that is, -COOC (CH <)
). Tert-butoxycarbonyl is a common amino protecting group. In organic synthesis, it can protect the amino group from participating in the reaction for no reason during the reaction, and then remove the protecting group to release the amino group when the time is right. At the 5th position of the pyridine ring, there is a borate group (-B (OH) -2). Boric acid groups are of great significance in the field of organic synthesis and often participate in coupling reactions such as Suzuki, whereby carbon-carbon bonds can be formed to realize the synthesis of complex organic molecules. Overall, the structure of 2 - (tert-butoxycarbonyl amino) pyridine-5 -boronic acid fuses the pyridine ring, amino protection structure and boric acid active group, and is an extremely important organic synthesis intermediate in the field of organic synthetic chemistry, especially in the process of constructing nitrogen-containing heterocyclic compounds and their derivatives.

2 - BOC - AMINO - PYRIDINE - 5 - BORONIC ACID, that is, 2 - tert-butoxycarbonyl aminopyridine - 5 - boronic acid, its main uses are as follows.
One is in the field of pharmaceutical chemical synthesis, often as a key intermediate. It plays an important role in the construction of pyridine drug molecules with specific biological activities. For example, in the process of developing small molecule inhibitors targeting specific disease targets, the compound can precisely connect other biologically active structural fragments through a series of organic reactions with the boric acid group and the tert-butoxycarbonyl amino group it contains, so as to achieve fine regulation of the drug molecular structure, thereby optimizing the activity, selectivity and pharmacokinetic properties of the drug.
Second, in the field of materials science, it can be used to prepare functional materials. Because of its boric acid group having the property of reversibly binding to specific substances, it can be introduced into the synthesis of polymer materials. For example, the preparation of smart materials with recognition and response functions to certain specific ions or molecules, when there is a target substance in the environment, the material structure will change due to the specific binding of boric acid groups, thus exhibiting detectable signals such as color changes and fluorescence intensity changes, etc., to achieve sensing detection of specific substances.
Third, in organic synthesis chemistry, it is an extremely important cross-coupling reaction reagent. Suzuki-Miyaura coupling reactions can occur with halogenated aromatics, olefins, etc. under the catalysis of transition metals, efficiently constructing carbon-carbon bonds, which greatly enriches the structural diversity of organic molecules. Through rational design of reaction substrates, a series of complex and diverse organic compounds can be synthesized, providing powerful tools and methods for the development of organic synthetic chemistry.

The common methods for preparing 2-BOC-amino-pyridine-5-boronic acid are as follows:
Start with 2-amino-5-bromopyridine as raw material. It is first reacted with di-tert-butyl dicarbonate (Boc 2O O) to achieve BOC protection of the amino group. This step is often carried out in an organic solvent such as dichloromethane or N, N-dimethylformamide (DMF) in a suitable base, such as potassium carbonate, at room temperature to moderate heating. In this way, 2-BOC-amino-5-bromopyridine can be obtained. Subsequently, boration of 2-BOC-amino-5-bromopyridine is carried out. The method commonly used is to react with diphenacol borate (Pin -2 B ³) under the catalysis of palladium catalysts such as tetra (triphenylphosphine) palladium (0) [Pd (PPh 😉) ]. This reaction requires the participation of bases, such as potassium acetate, etc., in an organic solvent such as 1,4-dioxane, heated and refluxed. During the reaction, the palladium catalyst activates the bromine atom, which is coupled with the double pinacol borate to form 2-BOC-amino-pyridine-5-boronic acid pinacol ester.
Finally, the 2-BOC-amino-pyridine-5-boronic acid pinacol ester is hydrolyzed. With an appropriate amount of acid, such as hydrochloric acid or sulfuric acid, in a suitable solvent, such as a mixed system of water and organic solvents, such as tetrahydrofuran and water, the borate ester is hydrolyzed to boric acid for a period of time at room temperature to obtain the target product 2-BOC-amino-pyridine-5-boronic acid. The entire process requires attention to the precise control of reaction conditions, the purity of raw materials and reagents, and the separation and purification of intermediate products to enhance the yield and product purity.

2-BOC-amino-pyridine-5-boronic acid, which is a commonly used reagent in the field of organic synthesis. Its physical properties are quite important and are related to the process of many chemical reactions.
Looking at its appearance, it usually appears as a white to off-white solid. This color feature is easy to visually identify and distinguish during experimental operations, and can help experimenters preliminarily judge the purity and state of the substance.
Its melting point is also a key property. The melting point is generally in a specific range, which is crucial for the identification of the compound. By measuring the melting point, it can be compared with the standard melting point recorded in the literature to confirm the purity and structure of the compound. If the measured melting point is similar to the standard value and the melting range is narrow, it indicates that the purity of the compound is high; conversely, if the melting range is wide or the melting point deviation is large, it is very likely to contain impurities.
Solubility cannot be ignored. In common organic solvents, such as dichloromethane, N, N-dimethylformamide (DMF), etc., 2-BOC-amino-pyridine-5-boronic acid exhibits certain solubility. In dichloromethane, it can be moderately dissolved, which provides convenience for the selection of suitable reaction solvents in organic synthesis, so that the reactants can be fully mixed in the system, which is conducive to the smooth progress of the reaction. It has better solubility in DMF, which is of great significance in some experiments that require high reactivity and homogeneous reaction systems.
In addition, the compound is quite sensitive to humidity. Because of its boric acid groups, it is prone to reactions such as hydrolysis in humid environments, resulting in structural changes that affect its chemical activity and reaction effect. Therefore, during storage and use, it is necessary to ensure that the environment is dry. Generally, it needs to be properly stored in a dryer and sealed in time after use to prevent contact with water vapor in the air.

For 2-BOC-amino-pyridine-5-boronic acid, there are several ends that need to be added during storage and transportation.
First words storage, this compound is quite sensitive to the temperature and humidity of the environment. It should be placed in a cool and dry place, the temperature should not exceed 25 degrees Celsius, and the humidity should be controlled between 40% and 60%. Because of its certain chemical activity, it will react with moisture or cause hydrolysis, which will damage its purity and quality. And it should be protected from direct light, light irradiation or photochemical reactions that cause structural changes. Storage must also be separated from oxidants, acids, bases and other chemicals to prevent improper reactions.
As for transportation, this item must be properly packaged. Wrap it with special chemical packaging materials to ensure that there is no leakage in the seal. During transportation, it is advisable to maintain stability to avoid violent vibration and collision, and to avoid packaging damage. The temperature and humidity of the transportation environment should also be paid attention to, and try to meet the storage conditions. If transported in high temperature seasons, refrigeration equipment may be required to control the temperature. And the transporter should be familiar with its chemical properties and emergency treatment methods. In case of leakage, it can be disposed of quickly and properly to avoid the expansion of harm.