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Other Specialized Reagents

Methyl 5-Bromonicotinate

Category:

Other Specialized Reagents

CAS NO:

29681-44-5

Standard:

BP,USP,

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

29681-44-5

Pharmacopoeia

BP,USP

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.

Methyl 5-Bromonicotinate is a versatile heterocyclic building block widely utilized in the pharmaceutical and agrochemical industries for the synthesis of complex nitrogen-containing compounds. Chemically identified by its CAS Registry Number 13024-69-8, this compound features a pyridine ring substituted with a bromine atom at the fifth position and a methyl ester group at the first position. Its molecular formula is C7H6BrNO2, corresponding to a molecular weight of approximately 216.03 g/mol. The molecule appears as a pale yellow to off-white crystalline solid under standard laboratory conditions and exhibits moderate solubility in common organic solvents such as dichloromethane, ethyl acetate, and ethanol, while remaining largely insoluble in water. The primary utility of Methyl 5-Bromonicotinate lies in its role as a key intermediate in cross-coupling reactions, particularly Suzuki-Miyaura, Heck, and Sonogashira couplings. The presence of the reactive bromine atom facilitates the introduction of various aryl or vinyl groups onto the pyridine scaffold, enabling the rapid construction of biologically active scaffolds. Consequently, it serves as an essential precursor in the development of novel kinase inhibitors, anti-inflammatory agents, and antimalarial drugs. Furthermore, derivatives synthesized from this starting material are frequently explored for their potential applications in materials science, including the fabrication of luminescent metal-organic frameworks (MOFs) and functional ligands for catalysis. Due to the high reactivity of the ester functionality, the compound can also undergo hydrolysis, transesterification, or reduction to yield corresponding acids, alcohols, or amines, thereby expanding its synthetic versatility. Safety protocols during handling suggest treating the substance with standard precautions for halogenated organic compounds, avoiding contact with skin and eyes, and ensuring adequate ventilation to prevent inhalation of dust. As demand for efficient synthetic routes to nitrogen-rich heterocycles grows, Methyl 5-Bromonicotinate remains a critical reagent in modern medicinal chemistry laboratories, bridging the gap between simple commodity chemicals and high-value therapeutic candidates. Its availability from major chemical suppliers ensures reliable supply chains for both academic research and industrial scale-up processes.