Product Description
Pharmaceutical
Raw Materials and Intermediates
AI Product Description
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2-Chloro-5-cyanopyridine is a highly versatile heterocyclic building block widely utilized in the pharmaceutical and agrochemical industries for the synthesis of complex nitrogen-containing compounds. With the Chemical Abstracts Service (CAS) Registry Number 19306-74-8, this compound features a pyridine ring substituted with a chlorine atom at the second position and a cyano group at the fifth position. Its molecular formula is C6H3ClN2, corresponding to a molar mass of approximately 142.55 g/mol. The presence of both the electrophilic chlorine site and the nucleophilic nitrile functionality makes it an ideal precursor for various cross-coupling reactions, including Suzuki-Miyaura, Buchwald-Hartwig amination, and nucleophilic aromatic substitution.
In drug discovery, 2-chloro-5-cyanopyridine serves as a critical intermediate for constructing bioactive scaffolds such as kinase inhibitors, anti-inflammatory agents, and antimalarial drugs. The cyano group can be readily transformed into amides, carboxylic acids, or tetrazoles, while the chlorine atom allows for easy introduction of diverse amine substituents, facilitating rapid structural diversification during lead optimization. Furthermore, its derivatives are employed in the development of advanced materials, including organic semiconductors and fluorescent probes, owing to the electron-deficient nature of the pyridine core which enhances charge transport properties.
The compound typically appears as a white to off-white crystalline solid with a distinct odor. It exhibits moderate solubility in common organic solvents like dichloromethane, ethanol, and dimethylformamide but remains largely insoluble in water. Due to its reactivity, proper handling requires adherence to safety protocols to prevent exposure, as it may act as an irritant to skin, eyes, and respiratory systems. Storage should be conducted in a cool, dry, and well-ventilated area away from strong oxidizing agents and moisture. As global demand for novel therapeutic agents continues to rise, 2-chloro-5-cyanopyridine remains a cornerstone reagent in medicinal chemistry laboratories, enabling the efficient synthesis of next-generation molecules with high precision and yield. Its availability from major chemical suppliers ensures consistent supply for research and industrial applications worldwide.