Product Description
Product Description
AI Product Description
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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine is a specialized heterocyclic boronic ester widely utilized in modern medicinal chemistry and organic synthesis. With the molecular formula C13H16BN3O2 and CAS Registry Number 859063-77-9, this compound serves as a crucial building block for constructing complex nitrogen-containing architectures. The molecule features a pyrrolo[2,3-b]pyridine core, also known as a 7-azaindole, which is frequently found in bioactive pharmaceuticals due to its ability to mimic purine bases and interact effectively with biological targets such as kinases and G-protein-coupled receptors.
The presence of the pinacol boronate group at the 4-position renders the compound highly versatile for cross-coupling reactions, particularly the Suzuki-Miyaura coupling. This reaction mechanism allows chemists to efficiently link the azaindole scaffold with various aryl or vinyl halides under mild conditions, facilitating the rapid assembly of diverse molecular libraries. Consequently, this reagent is indispensable in the drug discovery pipeline, where it accelerates the synthesis of potential therapeutic agents targeting oncology, inflammation, and infectious diseases. Its stability under standard storage conditions ensures ease of handling in laboratory settings, while the boron moiety can be selectively transformed into other functional groups if necessary.
In academic and industrial research environments, this material supports high-throughput screening campaigns by enabling the swift generation of analogs to optimize pharmacokinetic profiles and potency. Furthermore, the structural integrity of the fused ring system contributes to enhanced metabolic stability compared to simpler indole derivatives. As green chemistry principles gain prominence, the efficiency of Suzuki couplings using this boronic ester reduces waste and energy consumption compared to traditional substitution methods. Researchers continue to leverage this compound to explore novel heterocyclic scaffolds, pushing the boundaries of combinatorial chemistry and leading to the development of next-generation drugs with improved selectivity and safety profiles.