The Chemical Properties and Synthetic Routes of 3-Amino-5-bromopyridine
Understanding the fundamental chemical properties and reliable synthetic routes of key chemical intermediates is essential for researchers and manufacturers alike. 3-Amino-5-bromopyridine (CAS: 13535-01-8) is a prime example of such a compound, prized for its unique reactivity and broad applicability in organic synthesis. Its physical characteristics and the various methods for its preparation are critical knowledge for anyone looking to procure and utilize this versatile molecule. As a leading manufacturer, we provide detailed insights into the chemistry of 3-Amino-5-bromopyridine and offer a consistent supply of high-quality material.
Chemically, 3-Amino-5-bromopyridine is a heterocyclic aromatic amine. It typically presents as a yellow to light brown powder with a melting point in the range of 65-69°C. The presence of both an amino group (-NH₂) at the 3-position and a bromine atom at the 5-position on the pyridine ring dictates its reactivity. The amino group is nucleophilic and can participate in reactions like acylation and alkylation. The bromine atom, an excellent leaving group, is highly amenable to metal-catalyzed cross-coupling reactions, such as Suzuki-Miyaura, Sonogashira, and Buchwald-Hartwig aminations, as well as metal-halogen exchange. This dual functionality makes it a highly sought-after building block.
Several synthetic routes are employed for the preparation of 3-Amino-5-bromopyridine, ensuring its availability for various applications. A common method involves the direct bromination of 3-aminopyridine. However, regioselectivity can be a challenge, with potential for over-bromination or substitution at undesired positions. Control of reaction conditions, such as temperature and the choice of brominating agent (e.g., N-bromosuccinimide or bromine), is crucial to favor mono-bromination at the desired 5-position. Using protective groups for the amino function can further enhance regioselectivity and yield.
Another important synthetic strategy utilizes halogen exchange reactions or transformations starting from other pyridine derivatives. For instance, methods involving the synthesis from 3,5-dibromopyridine or related precursors are also employed. The development of more efficient and greener synthetic protocols, including microwave-assisted synthesis, continues to be an area of research, aiming to reduce reaction times and improve yields while minimizing by-products.
For industries that rely on 3-Amino-5-bromopyridine, securing a consistent supply of high-purity material is paramount. We, as a dedicated manufacturer in China, specialize in producing this intermediate with stringent quality control measures. Our competitive CAS 13535-01-8 chemical price reflects our commitment to providing value to our customers. If you need to buy 3-Amino-5-bromopyridine for your synthetic needs, you can trust our product quality and reliable supply chain. Contact us to learn more about our manufacturing capabilities and to request a quote.
Perspectives & Insights
Molecule Vision 7
“3-Amino-5-bromopyridine (CAS: 13535-01-8) is a prime example of such a compound, prized for its unique reactivity and broad applicability in organic synthesis.”
Alpha Origin 24
“Its physical characteristics and the various methods for its preparation are critical knowledge for anyone looking to procure and utilize this versatile molecule.”
Future Analyst X
“As a leading manufacturer, we provide detailed insights into the chemistry of 3-Amino-5-bromopyridine and offer a consistent supply of high-quality material.”