Ethyl Acetate → HCID 86700369, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-methyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (241.41 mg, 0.5 mmol) in DMF (2 mL) was added 2-chloro-6-(tributylstannyl)pyridine (241.55 mg, 0.6 mmol), tetrakis(triphenylphosphine)palladium (28.89 mg, 0.03 mmol), copper (I) iodide (9.52 mg, 0.05 mmol), and lithium chloride (21.2 mg, 0.5 mmol). The reaction mixture was stirred at 95° C. for 4 h. Brine was added (5 mL) and EtOAc (10 mL). The layers were separated, and the organic layer was dried, filtered, and concentrated in vacuo. The crude material was purified by CombiFlash (EtOAc/Hexanes) to give (S)-methyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(6-chloropyridin-2-yl)-5-methylbenzo[d]thiazol-6-yl)acetate. LCMS-ESI+: calc'd for C26H25Cl2N2O3S: 515.1 (M+H+); Found: 515.1 (M+H+).

Provenance & Evidence