(E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide
(E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide, identified by CAS 863127-76-8, is a specialized organic building block primarily utilized in the pharmaceutical and fine chemical industries. Structurally, it is an alpha,beta-unsaturated amide derivative featuring a 2-chloro-6-methylphenyl substituent and a trans-configured ethoxy group. This compound serves as a pivotal intermediate in the multi-step synthesis of complex heterocyclic molecules, most notably tyrosine kinase inhibitors. Its chemical reactivity is centered on the acrylamide moiety, which facilitates cyclization and coupling reactions essential for constructing bioactive scaffolds. As a raw material, it is typically handled as a solid crystalline powder and requires standard laboratory safety protocols, including storage in cool, dry conditions to maintain its chemical stability. Its high degree of functionalization makes it an indispensable component for research and development teams focused on medicinal chemistry and the production of high-purity active pharmaceutical ingredients (APIs).
• Intermediate in API Synthesis: The primary application of CAS 863127-76-8 is as a key precursor in the manufacturing of Dasatinib, a potent multi-targeted kinase inhibitor. It provides the necessary carbon-nitrogen framework and specific substitution pattern required for the formation of the aminothiazole-pyrimidine core structure.
• Heterocyclic Construction: It is utilized in organic synthesis for the preparation of various substituted N-phenylacrylamides. The ethoxyacrylamide group acts as a versatile reactive handle, allowing for cyclization reactions that lead to the development of diverse nitrogen-containing heterocycles used in drug discovery.
• Medicinal Chemistry Research: In research environments, this compound serves as a structural scaffold for exploring structure-activity relationships (SAR) in the development of novel enzyme inhibitors. Its specific halogen and alkyl substitution on the phenyl ring provides a unique steric and electronic profile for molecular docking studies.
• Fine Chemical Reagent: Beyond pharmaceutical manufacturing, it is employed as a specialized reagent in fine chemical production where precise acrylamide derivatives are required for the synthesis of advanced materials or complex organic molecules.
Product Name: (E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide
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