Description

Ethyl 4-bromothieno[2,3-c]pyridine-2-carboxylate (CAS No. 1809004-78-1) is a high-purity heterocyclic compound with the molecular formula C₁₀H₈BrNO₂S. This specialized chemical features a thieno[2,3-c]pyridine core functionalized with a bromo substituent at the 4-position and an ethyl ester group at the 2-position, making it a valuable intermediate for pharmaceutical and materials science research. With a molecular weight of 286.15 g/mol, this compound is supplied as a crystalline solid with ≥95% purity (HPLC). Ideal for cross-coupling reactions, scaffold modifications, and medicinal chemistry applications, it is packaged under inert gas to ensure stability. Available in quantities from milligrams to kilograms, suitable for lab-scale to process development use. Store in a cool, dry place at 2-8°C.

Properties

• CAS Number: 1809004-78-1
• Complexity: 252
• IUPAC Name: ethyl 4-bromothieno[2,3-c]pyridine-2-carboxylate
• InChI: InChI=1S/C10H8BrNO2S/c1-2-14-10(13)8-3-6-7(11)4-12-5-9(6)15-8/h3-5H,2H2,1H3
• InChI Key: ZHRKEWABTRJANA-UHFFFAOYSA-N
• Exact Mass: 284.94591
• Molecular Formula: C10H8BrNO2S
• Molecular Weight: 286.15
• SMILES: CCOC(=O)C1=CC2=C(C=NC=C2S1)Br
• Topological: 67.4
• Monoisotopic Mass: 284.94591
• Synonyms: Ethyl 4-bromothieno[2,3-c]pyridine-2-carboxylate, 1809004-78-1, Thieno[2,3-c]pyridine-2-carboxylic acid, 4-bromo-, ethyl ester, SCHEMBL17080828, AKOS030524067, DS-19339, DB-171341, CS-0041155, C73485, Ethyl4-bromothieno[2,3-c]pyridine-2-carboxylate

Application

Ethyl 4-bromothieno[2,3-c]pyridine-2-carboxylate serves as a key building block in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and CNS-targeting pharmaceuticals. Its bromo and ester functionalities enable Suzuki-Miyaura coupling and other transition metal-catalyzed reactions for structural diversification. Researchers utilize this compound to construct fused heterocyclic systems for optoelectronic materials and agrochemical intermediates. It is also employed in fragment-based drug discovery for its rigid, planar architecture.

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