The Chemical Properties and Synthetic Utility of 3-Bromo-5-fluoropyridine
In the realm of fine chemicals and pharmaceutical intermediates, understanding the precise chemical properties and synthetic utility of a compound is paramount for its effective application. 3-Bromo-5-fluoropyridine (CAS: 407-20-5) is a notable example, serving as a critical building block in numerous research and development initiatives. For chemists and procurement specialists aiming to leverage its capabilities, grasping its characteristics is the first step towards successful synthesis. If you're looking to buy this intermediate, this exploration of its chemistry is essential.
3-Bromo-5-fluoropyridine is a halogenated pyridine derivative with the molecular formula C₅H₃BrFN and a molecular weight of approximately 175.99 g/mol. Its structure features a pyridine ring with a bromine atom at the C-3 position and a fluorine atom at the C-5 position. This specific arrangement of substituents confers unique reactivity. The electronegativity of fluorine can influence the electron distribution within the aromatic ring, while the bromine atom serves as an excellent leaving group or reactive site for a variety of transformations.
The primary synthetic utility of 3-Bromo-5-fluoropyridine lies in its participation in metal-catalyzed cross-coupling reactions. These reactions, including Suzuki-Miyaura, Heck, Sonogashira, and Buchwald-Hartwig couplings, are fundamental in modern organic synthesis. The bromine at the 3-position is highly amenable to these palladium-catalyzed processes, allowing for the formation of new carbon-carbon or carbon-heteroatom bonds with high selectivity. This capability is invaluable for constructing complex molecular architectures common in pharmaceuticals and agrochemicals.
For instance, in pharmaceutical research, 3-Bromo-5-fluoropyridine is employed as a key intermediate in the synthesis of drug candidates targeting various diseases. The incorporation of the fluoropyridine moiety can enhance metabolic stability and modulate binding affinity to biological targets, thereby improving the efficacy and safety profile of potential therapeutics. Scientists often search for terms like '3-bromo-5-fluoropyridine synthesis', 'pharmaceutical intermediate CAS 407-20-5', or 'buy fluorinated pyridine derivatives' when seeking this compound.
The availability of high-purity 3-Bromo-5-fluoropyridine (often ≥98.0%) from reliable manufacturers and suppliers is critical for achieving reproducible and high-yield synthetic outcomes. Ensuring quality control through proper analytical testing by the supplier, such as NMR and GC/MS, is a standard practice. Competitive pricing, coupled with dependable supply, makes it easier for research institutions and chemical companies to integrate this building block into their workflows.
Beyond its role in medicinal chemistry, 3-Bromo-5-fluoropyridine can also find applications in material science and agrochemical research due to its unique chemical properties. Its ability to undergo functionalization at multiple sites makes it a versatile platform for developing novel compounds with specific desired characteristics.
In summary, the chemical properties of 3-Bromo-5-fluoropyridine, particularly the reactivity of its bromine atom and the modulating effect of fluorine, position it as a highly valuable intermediate. By understanding these attributes and sourcing it from reputable manufacturers, chemists can effectively utilize this compound to drive innovation in the development of new pharmaceuticals and other advanced chemical products.
Perspectives & Insights
Silicon Analyst 88
“Beyond its role in medicinal chemistry, 3-Bromo-5-fluoropyridine can also find applications in material science and agrochemical research due to its unique chemical properties.”
Quantum Seeker Pro
“Its ability to undergo functionalization at multiple sites makes it a versatile platform for developing novel compounds with specific desired characteristics.”
Bio Reader 7
“In summary, the chemical properties of 3-Bromo-5-fluoropyridine, particularly the reactivity of its bromine atom and the modulating effect of fluorine, position it as a highly valuable intermediate.”