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Other Specialized Reagents

2-Bromo-5-Cyanopyridine

Category:

Other Specialized Reagents

CAS NO:

139585-70-9

Standard:

USP,BP,

Price Range:

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Main Sales Markets:

North America,Western Europe,Eastern Europe

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Shanghai Sunwise Chemical Co., Ltd.

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Basic Info

CAS Number

139585-70-9

Pharmacopoeia

USP,BP

Grade

Pharmaceutical Grade

Is Manufacturer

YES

Product Description

Pharmaceutical Raw Materials and Intermediates

AI Product Description

*The following content is generated by AI and is for reference only.

2-Bromo-5-cyanopyridine is a versatile heterocyclic building block widely utilized in organic synthesis and medicinal chemistry. With the molecular formula C6H3BrN2 and a CAS number of 1009-88-7, this compound features a pyridine ring substituted with a bromine atom at the second position and a cyano group at the fifth position. This unique structural arrangement endows it with significant reactivity, making it an essential intermediate for constructing complex nitrogen-containing frameworks. The primary application of 2-bromo-5-cyanopyridine lies in its role as a key substrate for transition metal-catalyzed cross-coupling reactions. The carbon-bromine bond serves as an excellent leaving group, facilitating palladium-catalyzed Suzuki-Miyaura, Heck, and Sonogashira couplings. These reactions allow chemists to efficiently attach diverse aryl or alkyl groups to the pyridine scaffold, thereby generating libraries of derivatives with tailored physicochemical properties. Furthermore, the electron-withdrawing nature of the cyano group enhances the electrophilicity of the ring system, enabling nucleophilic aromatic substitution under specific conditions. In the pharmaceutical industry, this molecule is frequently employed in the synthesis of bioactive compounds, including kinase inhibitors, antiviral agents, and anti-inflammatory drugs. Its presence in the final structure often contributes to improved metabolic stability and binding affinity within biological targets. Additionally, researchers utilize 2-bromo-5-cyanopyridine in materials science to develop functional organic semiconductors and luminescent materials, where the conjugated system plays a crucial role in electronic transport. Handling this chemical requires standard laboratory safety precautions due to its potential irritant properties. It should be stored in a cool, dry place away from incompatible substances. Overall, 2-bromo-5-cyanopyridine stands out as a critical tool for modern synthetic chemists seeking to expand the diversity of heterocyclic compounds for drug discovery and advanced material applications. Its availability and high reactivity make it a staple reagent in both academic research and industrial process development.