Description

Ethyl 2-(5-bromopyridin-2-yl)-2,2-difluoroacetate (CAS No. 294181-95-6) is a high-purity, organobromine compound with the molecular formula C₉H₈BrF₂NO₂. This specialized ester features a 5-bromopyridin-2-yl moiety coupled with a difluoroacetate group, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The compound is characterized by its excellent reactivity in cross-coupling reactions, nucleophilic substitutions, and as a precursor for heterocyclic scaffolds. Supplied as a crystalline solid or solution (upon request), it is rigorously tested via HPLC, GC-MS, and NMR to ensure ≥95% purity (custom purifications available). Ideal for medicinal chemistry, fragment-based drug design, and fluorination studies. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 294181-95-6
• Complexity: 238
• IUPAC Name: ethyl 2-(5-bromo-2-pyridyl)-2,2-difluoro-acetate
• InChI: InChI=1S/C9H8BrF2NO2/c1-2-15-8(14)9(11,12)7-4-3-6(10)5-13-7/h3-5H,2H2,1H3
• InChI Key: CCNNVRZLXOPTID-UHFFFAOYSA-N
• Exact Mass: 278.97065
• Molecular Formula: C9H8BrF2NO2
• Molecular Weight: 280.07
• SMILES: CCOC(=O)C(C1=NC=C(C=C1)Br)(F)F
• Topological: 39.2
• Monoisotopic Mass: 278.97065
• Synonyms: ETHYL 2-(5-BROMOPYRIDIN-2-YL)-2,2-DIFLUOROACETATE, 294181-95-6, MFCD12404043, 2-Pyridineacetic acid, 5-bromo-alpha,alpha-difluoro-, ethyl ester, SCHEMBL11913028, AKOS015892152, AB65519, BS-22240, SY280152, DB-220516, CS-0142058, D87846, Ethyl 2-(5-Bromo-2-pyridyl)-2,2-difluoroacetate, ETHYL2-(5-BROMOPYRIDIN-2-YL)-2,2-DIFLUOROACETATE, 2-Pyridineacetic acid, 5-bromo-|A,|A-difluoro-, ethyl ester

Application

Ethyl 2-(5-bromopyridin-2-yl)-2,2-difluoroacetate serves as a key building block in the synthesis of fluorinated pyridine derivatives, which are pivotal in developing kinase inhibitors and antiviral agents. Its bromine moiety enables Suzuki-Miyaura couplings for biaryl construction, while the difluoroacetate group enhances metabolic stability in drug candidates. Researchers also utilize it to introduce fluorine motifs into agrochemicals, improving lipophilicity and bioavailability.

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