In the intricate world of organic synthesis, certain molecules serve as foundational pillars, enabling the construction of complex and high-value compounds. 4-Bromo-1H-pyrrolo[2,3-c]pyridine (CAS 69872-17-9) is precisely such a molecule, prized for its inherent reactivity and its strategic role as a versatile intermediate in pharmaceutical and agrochemical research. As a specialized chemical manufacturer, understanding and leveraging the chemical properties of this azaindole derivative is key to supporting our clients' groundbreaking work.

Core Reactivity: A Chemist's Toolkit

The chemical behavior of 4-Bromo-1H-pyrrolo[2,3-c]pyridine is largely defined by its fused heterocyclic ring system and the presence of a bromine atom. The pyrrole ring is electron-rich and prone to electrophilic aromatic substitution, while the pyridine ring is electron-deficient and more reactive towards nucleophilic attack. Crucially, the bromine atom at the C-4 position of the pyrrolo[2,3-c]pyridine core makes this molecule an excellent substrate for a variety of metal-catalyzed cross-coupling reactions. These reactions are the workhorses of modern synthetic chemistry, allowing for the formation of new carbon-carbon and carbon-heteroatom bonds with remarkable efficiency and selectivity.

Key Synthetic Transformations and Applications:

  • Suzuki-Miyaura Coupling: This palladium-catalyzed reaction is widely used to couple aryl or heteroaryl boronic acids with aryl halides. For 4-Bromo-1H-pyrrolo[2,3-c]pyridine, Suzuki coupling allows for the introduction of diverse aromatic or heteroaromatic moieties at the C-4 position. This is instrumental in building complex scaffolds for kinase inhibitors and other biologically active molecules. Researchers seeking to buy specific aryl-substituted pyrrolopyridines will find this reaction indispensable.
  • Buchwald-Hartwig Amination: This powerful palladium-catalyzed reaction facilitates the formation of C-N bonds, enabling the direct coupling of amines with aryl halides. Using 4-Bromo-1H-pyrrolo[2,3-c]pyridine, chemists can synthesize a broad range of 4-amino derivatives. These compounds are often explored for their pharmacological properties, and our role as a supplier is to ensure you have access to this reactive intermediate.
  • Sonogashira Coupling: This reaction couples terminal alkynes with aryl halides, typically using palladium and copper catalysts. It allows for the introduction of alkyne functionalities at the C-4 position, leading to conjugated systems that are valuable in materials science and medicinal chemistry.
  • Nucleophilic Aromatic Substitution (SNAr): The electron-deficient nature of the pyridine ring, particularly at the activated C-4 position, makes the bromine atom susceptible to displacement by various nucleophiles. This offers another pathway for functionalization, introducing oxygen, sulfur, or nitrogen-based substituents.

Synthesis and Sourcing for Your Projects

The synthesis of 4-Bromo-1H-pyrrolo[2,3-c]pyridine often involves the reductive cyclization of nitro-substituted pyridine precursors. As a dedicated chemical manufacturer, we ensure rigorous quality control throughout our synthesis processes to deliver products that meet the stringent demands of the pharmaceutical and agrochemical industries. Whether you are conducting early-stage research or scaling up production, securing a reliable supplier for this intermediate is critical. We offer competitive pricing and robust supply chain management for 4-Bromo-1H-pyrrolo[2,3-c]pyridine, ensuring that your projects can proceed without interruption. If you need to buy this essential chemical building block, consider our commitment to quality and efficient delivery. Partner with us to leverage the synthetic power of 4-Bromo-1H-pyrrolo[2,3-c]pyridine in your next breakthrough.