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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrazolopyridines

6-Bromo-2-methyl-2H-pyrazolo[4,3-b]pyridine: A Comprehensive Overview

The compound 6-Bromo-2-methyl-2H-pyrazolo[4,3-b]pyridine, identified by the CAS number 1897500-19-4, is a heterocyclic aromatic compound with significant potential in various fields of organic chemistry and materials science. This compound belongs to the class of pyrazolopyridines, which are known for their unique electronic properties and structural versatility. The presence of a bromine atom at the 6-position and a methyl group at the 2-position introduces interesting electronic effects and enhances its reactivity in synthetic transformations.

Recent studies have highlighted the importance of pyrazolopyridines as building blocks in drug discovery and advanced materials. For instance, researchers have explored the use of 6-Bromo-2-methyl-2H-pyrazolo[4,3-b]pyridine in designing novel anti-cancer agents due to its ability to modulate specific protein kinases involved in cell proliferation and apoptosis. The bromine substituent plays a crucial role in enhancing the compound's bioavailability and selectivity towards target proteins.

In addition to its biological applications, this compound has shown promise in the field of optoelectronics. The conjugated π-system of 6-Bromo-2-methyl-2H-pyrazolo[4,3-b]pyridine allows for efficient charge transport properties, making it a candidate for organic light-emitting diodes (OLEDs) and photovoltaic devices. Recent advancements in synthetic methodologies have enabled the scalable production of this compound with high purity, further facilitating its integration into industrial applications.

The synthesis of 6-Bromo-2-methyl-2H-pyrazolo[4,3-b]pyridine typically involves a multi-step process that includes nucleophilic aromatic substitution and cyclization reactions. Researchers have optimized these steps to improve yield and reduce side reactions, ensuring that the compound can be produced efficiently on a larger scale. Moreover, computational studies have provided insights into the electronic structure of this compound, aiding in the rational design of derivatives with tailored properties.

From a structural standpoint, the molecule exhibits a rigid planar geometry due to its aromatic system, which contributes to its stability and reactivity. The methyl group at the 2-position introduces steric effects that can influence both synthetic pathways and biological interactions. These features make 6-Bromo-2-methyl-2H-pyrazolo[4,3-b]pyridine a valuable tool in medicinal chemistry and materials science.

In conclusion, CAS No. 1897500-19-4, or 6-Bromo-2-methyl-2H-pyrazolo[4,3-b]pyridine, represents a versatile compound with diverse applications across multiple disciplines. Its unique chemical properties and recent research advancements underscore its potential as a key player in future innovations within organic chemistry and beyond.

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