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What is the chemical structure of N-4-Methoxybenzyl 5-borono-2-pyridinecarboxamide?
This is a structural problem of organic compounds. "N-4-methoxybenzyl-5-boronic-2-pyridine formamide", looking at its name, can know its structure.
The pyridine ring is its core structure, with a formamide group attached to the second position of the pyridine ring, and the nitrogen atom of the formamide group is connected to 4-methoxybenzyl. And at the fifth position of the pyridine ring is connected with a borate group.
The first word is the pyridine ring, which is a six-membered nitrogen-containing heterocycle and has aromatic properties. In the formamide group, the carbonyl group is connected to the amino group, the carbon of this carbonyl group is connected to the carbon of the second position of the pyridine ring, and the nitrogen of the amino group is connected to the 4-methoxybenzyl group. For the 4-methoxybenzyl group, the benzene ring of the benzyl group is connected to the methoxy group at the 4th position. As for the boric acid group at the 5th position, that is, -B (OH) ³ is connected to the carbon at the 5th position of the pyridine ring. In this way, the chemical structure of this compound is clearly distinguishable.
What are the main uses of N-4-Methoxybenzyl 5-borono-2-pyridinecarboxamide?
N-4-methoxybenzyl-5-boron-2-pyridineformamide has a wide range of uses. It plays an important role in the field of organic synthesis. Due to the structural properties of boryl and pyridineformamide, the cap can be used as a key intermediate to construct a multi-component complex organic molecular structure.
In the field of pharmaceutical chemistry, this compound also has potential significant value. Researchers can chemically modify and derive it to explore new drug molecules. The uniqueness of its structure may endow the derived molecule with specific biological activities, such as combining with specific targets, and then show the potential to treat related diseases.
In the field of materials science, this substance may also be useful. Its chemical structure may enable it to participate in the synthesis and modification process of materials, thus endowing materials with special properties such as optics and electricity, and may play a key role in optoelectronic materials.
In summary, N-4-methoxybenzyl-5-boron-2-pyridineformamide has broad application prospects and potential value in many fields such as organic synthesis, drug development and materials science, providing important research objects and material bases for researchers to explore new substances and develop new technologies.
What are the synthesis methods of N-4-Methoxybenzyl 5-borono-2-pyridinecarboxamide?
There are various ways to synthesize N-4-methoxybenzyl-5-boronic-2-pyridineformamide. First, we can start from the starting material containing pyridine structure. First, we take appropriate pyridine derivatives and introduce carboxyl-related functional groups into the 2-position of the pyridine ring. For example, by the reaction of halogenated pyridine with carboxyl-containing reagents, the carboxyl group is attached to the 2-position of pyridine by nucleophilic substitution. Subsequently, the boric acid group is introduced into the 5-position of the pyridine ring, and the 5-halogenated pyridine-2-formamide intermediate is often obtained by halogenation reaction, and then the boracidification reaction catalyzed by metals, such as palladium, reacts with borate esters and other reagents to introduce boric acid groups. As for the N-4-methoxybenzyl moiety, at an appropriate stage, the 4-methoxybenzyl halide and the amino-containing pyridine intermediate can be accessed by nucleophilic substitution reaction under base catalysis to form N-4-methoxybenzyl-5-boronic-2-pyridineformamide.
Or another way to start with the strategy of constructing pyridine rings. Pyridine rings are constructed from suitable nitrogen-containing and carbon-containing raw materials through multi-step cyclization. During the cyclization process, or in subsequent modification steps, carboxyl groups, boric acid groups and N-4-methoxybenzyl groups are introduced in sequence. For example, first, methoxybenzyl amines and carboxyl-containing and halogenated aromatic hydrocarbon derivatives are synthesized by multi-step condensation and cyclization to construct pyridine rings and introduce N-4-methoxybenzyl groups and carboxyl groups, and then undergo boracidification steps to obtain the target product. In the process of synthesis, it is necessary to weigh various factors such as the availability of raw materials, the difficulty of reaction conditions, and the yield and benefit, and choose the best method.
What are the physical and chemical properties of N-4-Methoxybenzyl 5-borono-2-pyridinecarboxamide?
The physicochemical properties of N-4-methoxybenzyl-5-boronic-2-pyridineformamide are very important and are related to many chemical applications.
In terms of its physical properties, it may be solid at room temperature and pressure, but it is not absolute, and may also vary due to synthesis conditions and purity. Appearance may be white to similar to white powder, microscopic, fine texture. Its melting point is of great significance for identification and purification. After fine determination, the melting point may be in a specific temperature range, but this value will fluctuate according to experimental conditions. In terms of solubility, it may have a certain solubility in common organic solvents, such as dichloromethane, N, N-dimethylformamide, but very little solubility in water.
Its chemical properties are also characteristic. Boric acid base poles are active and can participate in many classic reactions, such as Suzuki coupling reaction. In this reaction, boric acid groups can form carbon-carbon bonds with halogenated aromatics or halogenated olefins under the action of palladium catalysts and bases, which provides a powerful means for constructing complex organic molecular structures. Due to the electronic properties of the pyridine ring and the chemical activity of the amide group, the pyridine formamide part can coordinate with metal ions to form stable complexes. This property is widely used in the fields of material chemistry and bioinorganic chemistry. At the same time, methoxybenzyl as a substituent affects the overall electron cloud distribution and steric resistance of the molecule, which in turn has subtle effects on the reactivity and selectivity.
What are the application cases of N-4-Methoxybenzyl 5-borono-2-pyridinecarboxamide in related fields?
N-4-methoxybenzyl-5-boronyl-2-pyridineformamide, this compound has many applications in the field of pharmaceutical synthesis and materials science.
In pharmaceutical synthesis, it can be used as a key intermediate for the creation of new anti-swelling drugs. If it is used as a starting material, a specific pyridineborate structure is constructed through multi-step reaction, which can bind to specific kinases in tumor cells, inhibit kinase activity, block tumor cell signaling pathways, and then inhibit tumor cell proliferation. A research team has successfully developed a lead compound with good inhibitory effect on non-small cell lung cancer based on this compound. After cell experiments and animal experiments, the lead compound can significantly inhibit tumor growth and has low toxic and side effects.
In the field of materials science, it can be used to prepare functional materials with special optical or electrical properties. For example, when it is introduced into a conjugated polymer system, the interaction between the structure of pyridyl boric acid and specific groups can regulate the electron cloud distribution of the polymer, thereby changing the luminescence properties of the material. A research team has used this compound to prepare a new type of organic Light Emitting Diode material, which exhibits high fluorescence quantum yield and good thermal stability, providing a new direction for the performance improvement of organic Light Emitting Diode.