In the intricate world of organic synthesis, the availability of versatile and reactive building blocks is crucial for chemists to construct complex molecules efficiently. 5-Bromo-2-pyridinecarbonitrile (CAS: 97483-77-7) is one such compound that has garnered significant attention due to its unique structural features and broad applicability in creating diverse organic compounds.

Chemical Reactivity and Versatility

The structure of 5-Bromo-2-pyridinecarbonitrile is a pyridine ring functionalized with a bromine atom at the 5-position and a cyano group (-C≡N) at the 2-position. This combination offers multiple avenues for chemical transformations:

  • Halogen Reactivity: The bromine atom on the aromatic ring is susceptible to nucleophilic aromatic substitution and, more importantly, can participate in various palladium-catalyzed cross-coupling reactions. These include Suzuki-Miyaura, Heck, Sonogashira, and Buchwald-Hartwig couplings, allowing for the efficient formation of carbon-carbon and carbon-heteroatom bonds. This is invaluable for constructing elaborate molecular architectures.
  • Nitrile Group Transformations: The cyano group is a highly versatile functional group. It can be hydrolyzed to a carboxylic acid, reduced to an amine, or reacted with organometallic reagents to form ketones. It can also be converted into tetrazoles, which are important pharmacophores in medicinal chemistry.
  • Pyridine Ring Modifications: The nitrogen atom in the pyridine ring can act as a Lewis base, allowing for coordination with metal catalysts or protonation. While the ring itself is aromatic, under specific conditions, substitutions can occur, although the bromine and cyano groups direct reactivity.

This inherent reactivity profile makes 5-Bromo-2-pyridinecarbonitrile a preferred starting material for synthesizing a wide array of compounds, including pharmaceuticals, agrochemicals, and advanced materials. Its role as a key intermediate means that sourcing it with consistent quality and purity is essential for reproducible synthetic outcomes.

Sourcing Strategy for Chemists

When chemists need to buy 5-Bromo-2-pyridinecarbonitrile, they typically look for a minimum purity of 97% or 98.0%. The physical appearance is usually a white to light yellow crystalline powder. Reliable suppliers are critical for ensuring that the material meets these specifications consistently. Companies that offer detailed product information, including spectroscopy data and certificates of analysis, are highly valued.

For laboratories and production facilities, understanding the price and availability from manufacturers is also key. Purchasing 5-Bromo-2-pyridinecarbonitrile in bulk from a reputable supplier, especially one based in China, can offer significant cost advantages while ensuring product quality. When you search for 'buy 5-Bromo-2-pyridinecarbonitrile online,' prioritizing suppliers with a proven track record in fine chemical manufacturing is recommended.

In essence, 5-Bromo-2-pyridinecarbonitrile is a cornerstone intermediate that empowers chemists to design and synthesize complex organic molecules. By understanding its reactivity and securing it from trusted sources, researchers can effectively advance their synthetic endeavors.