Lithium Chloride → HCID 86700281, compound

Participants

Reaction Conditions

Reaction Steps

In a 10 mL reaction vial, 4-bromo-2-(tributylstannyl)thiazole (125 mg, 0.251 mmol) and (S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (114 mg, 0.251 mmol) were dissolved in dioxane (3 mL) at room temperature under argon atmosphere. The solution was bubbled with argon for 5 min. Then CuI (10.6 mg, 0.055 mmol), LiCl (31.7 mg, 0.753 mmol) and Pd(PPh3)4 (52.3 mg, 0.0417 mmol) were added sequentially. The reaction mixture was then sealed and heated in oil bath at 100° C. for 3.5 h. The reaction mixture was then diluted with EtOAc (10 mL), filtered and the filtrate was concentrated and purified on silica gel column with 0-10% EtOAc/Hex to afford title compound. LCMS-ESI+: calc'd for: C25H24BrClN2O3S2: 581.0, 579.0, 582.0, 583.0, 580.0 (M+H+); found: 581.1, 579.0, 582.2, 583.1, 580.3 (M+H+).

Provenance & Evidence