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What is the main use of 4- (4,4,5,5-tetramethyl-1,3,2-dioxaboran-2-yl) -1H-pyrrolido [2,3-b] pyridine
4- (4,4,5,5-tetramethyl-1,3,2-dioxaboronheterocyclopentane-2-yl) -1H-pyrrolido [2,3-b] pyridine is a key intermediate in the field of organic synthesis. Its uses are diverse, and in pharmaceutical chemistry, it is often used as a basic module for building complex drug molecules.
Because this structure can endow drugs with specific physicochemical and biological activities, like in the development of some anti-cancer and antiviral drugs, it is used to build the core mother nucleus with this intermediate, and the surrounding groups are modified to optimize the binding force and pharmacokinetic properties of the drug to the target.
In the field of materials science, it can be used to prepare organic optoelectronic materials. With its unique electronic structure, it exhibits excellent photoelectric properties in organic Light Emitting Diode (OLED), organic solar cells and other devices, improving the luminous efficiency and charge transport ability of the device, thereby improving the overall performance of the material.
In the field of total synthesis of natural products, this intermediate can help to construct natural products with complex pyrrolido-pyridine structures. Because many natural products have significant biological activity and medicinal value, it can efficiently synthesize target natural products, providing a material basis for drug development and biological activity research.
What are the synthesis methods of 4- (4,4,5,5-tetramethyl-1,3,2-dioxyboropentyl-2-yl) -1H-pyrrolido [2,3-b] pyridine
To obtain the synthesis method of 4- (4,4,5,5-tetramethyl-1,3,2-dioxaboronheterocyclopentane-2-yl) -1H-pyrrolido [2,3-b] pyridine, the following methods can be used.
One is the metal catalytic coupling method. Using boron-containing reagents, such as 4,4,5,5-tetramethyl-1,3,2-dioxaboronheterocyclopentane-2-borate, and halogenated 1H-pyrrolido [2,3-b] pyridine derivatives, under the action of transition metal catalysts such as palladium and nickel, such as tetra- (triphenylphosphine) palladium (0), add appropriate bases, such as potassium carbonate, sodium carbonate, etc., in organic solvents such as toluene and dioxane, heat the reaction. This reaction is catalyzed by metals to promote the coupling of carbon-boron bonds and carbon-halogen bonds to achieve the synthesis of the target product.
The second is the nucleophilic substitution method. If there is a suitable leaving group at a specific position of 1H-pyrrolido [2,3-b] pyridine, such as halogen atom, sulfonate group, etc., it can react with a nucleophile containing 4,4,5,5-tetramethyl-1,3,2-dioxaboronacyclopentane-2-group. The negatively charged part of the nucleophile attacks the carbon atom containing the leaving group, and the leaving group is separated to form a carbon-boron bond, and the target product is obtained.
The third is the organolithium reagent method. First, an organolithium reagent, such as n-butyllithium, is reacted with 1H-pyrrolido [2,3-b] pyridine to generate a lithium-carbon intermediate. This intermediate has high activity and can be reacted with 4,4,5,5-tetramethyl-1,3,2-dioxaboronheterocyclopentane-2-halide. The target compound is formed by lithium-halogen exchange and subsequent reactions.
Synthesis requires careful selection of suitable methods according to factors such as raw material availability, difficulty of reaction conditions, yield and purity, and the reaction conditions of each method need to be carefully adjusted to achieve the ideal synthesis effect.
What are the physicochemical properties of 4- (4,4,5,5-tetramethyl-1,3,2-dioxaboran-2-yl) -1H-pyrrolido [2,3-b] pyridine
4- (4,4,5,5-tetramethyl-1,3,2-dioxaboronheterocyclopentane-2-yl) -1H-pyrrolido [2,3-b] pyridine, this compound has unique physical and chemical properties. In terms of physical properties, it is mostly solid at room temperature, and has a certain melting point due to the interaction of van der Waals forces and other molecules, but the specific values vary depending on the purity and measurement conditions. In terms of solubility, in view of its aromatic ring and heterocyclic structure, it has relatively good solubility in organic solvents such as dichloromethane, N, N-dimethylformamide, and poor solubility in water because of its hydrophobic structure.
Chemical properties, pyridine and pyrrole ring give it a certain alkaline, which can react with acids to form salt compounds. The structure of dioxaboron heterocyclopentane is an important reaction check point and can participate in many organic reactions, such as Suzuki coupling reaction. In this reaction, boron groups form carbon-carbon bonds with halogenated aromatics or olefins under the action of palladium catalysts and bases, and realize the construction and functionalization of molecular carbon skeletons, providing an effective way for the synthesis of complex organic compounds. In addition, its aromatic rings can undergo electrophilic substitution reactions. Due to the electron cloud density distribution of pyrrolido-pyridine rings, the substitution reaction region is unique. Under specific conditions, substituents can be introduced at specific positions in the pyridine ring or pyrrole ring, laying the foundation for the synthesis of derivatives with different functions.
In which fields is 4- (4,4,5,5-tetramethyl-1,3,2-dioxyboropentyl-2-yl) -1H-pyrrolido [2,3-b] pyridine used?
4- (4,4,5,5-tetramethyl-1,3,2-dioxaboronyl-pentane-2-yl) -1H-pyrrolido [2,3-b] pyridine, this compound has applications in medicinal chemistry, materials science and other fields.
In the field of medicinal chemistry, this compound can act as a key intermediate for the synthesis of biologically active molecules. Due to its unique structure, it can interact with specific biological targets, which is of great significance for the development of new therapeutic drugs in the process of drug development. For example, in the development of anti-tumor drugs, by modifying the structure of the compound, its targeting and inhibitory activity against tumor cells can be improved, which is expected to develop anti-cancer drugs with better efficacy and less side effects.
In the field of materials science, the compound has unique optical and electrical properties due to its heterocyclic structure of boron and oxygen. It can be used to prepare organic Light Emitting Diode (OLED) materials to improve the luminous efficiency and stability of the materials, and then improve the display performance of OLED displays. It can also be applied to the research and development of organic solar cell materials to enhance the absorption of light and charge transport ability of the materials, and improve the photoelectric conversion efficiency of solar cells. In conclusion, 4- (4,4,5,5-tetramethyl-1,3,2-dioxaboronheterocyclopentane-2-yl) -1H-pyrrolido [2,3-b] pyridine, with its unique structure, has shown broad application prospects in many important fields and is of great value in promoting the development of related fields.
What is the market outlook for 4- (4,4,5,5-tetramethyl-1,3,2-dioxaboran-2-yl) -1H-pyrrolido [2,3-b] pyridine?
4- (4,4,5,5-tetramethyl-1,3,2-dioxoborocyclopentane-2-yl) -1H-pyrrolido [2,3-b] pyridine, the market prospect of this compound needs to be viewed from many aspects.
From the field of medicine, pyrrolido-pyridine compounds often have unique biological activities and have attracted much attention in drug development. The specific groups attached to this compound may endow it with the ability to target specific biological targets. If it targets abnormal signaling pathways in some tumor cells or can act precisely, it is expected to be developed as anti-cancer drugs. The current demand for cancer treatment is huge. If this compound exhibits good pharmacological activity and safety, it will occupy a place in the anti-cancer drug market.
In the field of materials science, boron-containing heterocyclic compounds may have special electrical and optical properties. For example, in organic Light Emitting Diode (OLED) materials, the luminous efficiency and stability may be optimized. With the continuous advancement of display technology, the OLED market scale continues to expand. If the compound is researched and applied to this field, its market demand will also increase accordingly.
However, its market prospect also faces challenges. The process of synthesizing the compound may be difficult and cost-effective. If the synthesis route cannot be effectively optimized, the cost will be controlled, and large-scale production and marketing activities will be restricted. And when new compounds enter the market, they need to be approved by strict regulations, especially in the field of medicine. Preclinical research and clinical trials are time-consuming and laborious. If they cannot pass the approval, it is difficult to achieve commercial value.
Overall, 4- (4,4,5,5-tetramethyl-1,3,2-dioxaboronheterocyclopentane-2-yl) -1H-pyrrole [2,3-b] pyridine has addressable market opportunities, but it needs to overcome many obstacles such as synthesis and regulations to fully realize its market value.