1,4-Dioxane → HCID 71245573, compound

Participants

Reaction Steps

To a round bottom flask was added 6-bromo-1,3-benzothiazol-2(3H)-one (0.050 g, 0.217 mmol), copper(2+) diacetate (0.079 g, 0.435 mmol), [3-(trifluoromethyl)phenyl]boronic acid (0.124 g, 0.652 mmol), Dioxane (1 mL), and DIPEA (0.114 mL, 0.652 mmol). The reaction mixture was then permitted to stir open to the atmosphere for ˜17 hours (overnight). The crude reaction mixture was then diluted with methanol, filtered and concentrated. Purification of crude reaction mixture by reverse phase chromatography (Waters Sunfire MSC18, 30% acetonitrile/0.1% trifluoroacetic acid/water→100% acetonitrile/0.1% trifluoroacetic acid/water) gave 6-bromo-3-[3-(trifluoromethyl)phenyl]-1,3-benzothiazol-2(3H)-one (15-1) as a white solid. HRMS (M+H)+: observed=373.9455, calculated=373.9457.

Provenance & Evidence