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2-Acetamido-5-bromopyridine (CAS No. 7169-97-3): A Versatile Intermediate in Pharmaceutical and Chemical Synthesis

2-Acetamido-5-bromopyridine (CAS No. 7169-97-3) is a valuable brominated pyridine derivative that has gained significant attention in the pharmaceutical and chemical industries. This compound, also known as N-(5-bromopyridin-2-yl)acetamide, serves as a crucial intermediate in the synthesis of various bioactive molecules, including drug candidates and agrochemicals. Its unique structural features make it particularly useful in medicinal chemistry and organic synthesis.

The growing demand for heterocyclic compounds in drug discovery has positioned 2-acetamido-5-bromopyridine as a key building block. Researchers are particularly interested in its potential applications for developing kinase inhibitors, which are currently a hot topic in cancer research. The presence of both bromo and acetamido functional groups allows for diverse chemical modifications, making this compound highly versatile in structure-activity relationship (SAR) studies.

From a chemical perspective, 2-acetamido-5-bromopyridine demonstrates excellent stability under various reaction conditions. Its molecular formula (C₇H₇BrN₂O) and molecular weight (215.05 g/mol) make it suitable for precise stoichiometric calculations in synthetic applications. The compound typically appears as a white to off-white crystalline powder with good solubility in common organic solvents, which is particularly valuable for laboratory applications.

Recent trends in green chemistry have sparked interest in developing more sustainable synthetic routes for 2-acetamido-5-bromopyridine derivatives. Many pharmaceutical companies are exploring catalytic methods and flow chemistry approaches to produce such intermediates with reduced environmental impact. This aligns with the industry's growing focus on process intensification and atom economy principles.

The application of 2-acetamido-5-bromopyridine extends beyond pharmaceuticals. Material scientists have investigated its potential in creating functional materials and coordination complexes. The bromine atom serves as an excellent handle for cross-coupling reactions, particularly in palladium-catalyzed transformations that are fundamental to modern organic synthesis.

Quality control of 2-acetamido-5-bromopyridine typically involves advanced analytical techniques such as HPLC, GC-MS, and NMR spectroscopy. The compound's purity is crucial for its performance in downstream applications, especially in pharmaceutical synthesis where even minor impurities can affect the quality of final products.

Market analysts have noted increasing demand for high-purity 2-acetamido-5-bromopyridine, particularly from contract research organizations (CROs) and generic drug manufacturers. The compound's role in developing small molecule therapeutics has made it a sought-after material in the pharmaceutical supply chain.

Storage and handling of 2-acetamido-5-bromopyridine require standard laboratory precautions. The compound should be kept in a cool, dry place away from direct sunlight. While not classified as highly hazardous, proper personal protective equipment (PPE) should be used when handling this chemical, in line with general laboratory safety protocols.

From a regulatory perspective, 2-acetamido-5-bromopyridine is not currently listed on major controlled substance schedules. However, manufacturers and users should always consult the latest chemical regulations in their respective jurisdictions to ensure compliance with all applicable laws and guidelines.

The future outlook for 2-acetamido-5-bromopyridine appears promising, particularly with the growing emphasis on targeted drug delivery and precision medicine. Its structural features make it an attractive scaffold for developing new chemical entities (NCEs) with potential therapeutic applications in various disease areas.

Researchers continue to explore novel synthetic applications of 2-acetamido-5-bromopyridine, particularly in the context of combinatorial chemistry and high-throughput screening. The compound's versatility and relatively straightforward synthesis make it a valuable tool in modern drug discovery programs.

For those seeking 2-acetamido-5-bromopyridine suppliers, it's important to verify the certificate of analysis (CoA) and ensure the material meets the required specifications for intended applications. Many reputable chemical manufacturers now provide detailed technical data sheets and safety data sheets (SDS) for this compound.

In academic settings, 2-acetamido-5-bromopyridine serves as an excellent teaching tool for demonstrating important organic reactions and heterocyclic chemistry principles. Its well-defined reactivity pattern makes it suitable for both undergraduate and graduate-level laboratory experiments.

The economic aspects of 2-acetamido-5-bromopyridine production have become increasingly important. Manufacturers are focusing on optimizing synthetic routes to improve yield and cost-effectiveness, particularly for large-scale production. This includes exploring alternative bromination methods and more efficient purification techniques.

Recent patent literature reveals growing interest in 2-acetamido-5-bromopyridine derivatives as potential bioactive compounds. Several patent applications have disclosed novel compounds derived from this scaffold with potential applications in treating various medical conditions.

For researchers working with 2-acetamido-5-bromopyridine, proper waste disposal procedures should be followed in accordance with local environmental regulations. While the compound doesn't present extreme hazards, responsible chemical management practices should always be observed.

The analytical characterization of 2-acetamido-5-bromopyridine has been well-documented in the scientific literature. Standard spectroscopic data, including IR spectra, 1H NMR, and 13C NMR parameters, are available for reference and comparison purposes.

Looking ahead, the development of new synthetic methodologies involving 2-acetamido-5-bromopyridine continues to be an active area of research. Recent advances in catalysis and reaction engineering are expected to further expand the utility of this important chemical intermediate.

• 141454-61-7(N-(5-Bromopyridin-2-yl)-2-chloroacetamide)
• 142404-81-7(N-(5-Bromo-3-methylpyridin-2-yl)acetamide)
• 142404-83-9(2-Acetylamino-3-bromo-5-methylpyridine)
• 155444-28-3(N-(3-bromopyridin-2-yl)acetamide)
• 123788-44-3(N-(5-Bromo-2-pyridinyl)-2-methylpropanamide)
• 896161-09-4(2-Acetamido-5-amino-3-bromopyridine)
• 142404-82-8(2-Acetamido-5-bromo-4-methylpyridine)
• 148612-12-8(N-(5-Bromo-2-pyridinyl)butanamide)
• 1026796-81-5(N-(4-bromo-2-pyridyl)acetamide)
• 856850-36-7(5-Bromo-N-ethylpyridin-2-amine)