Dimethylformamide → HCID 66689480, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of methyl 7-bromo-2-tert-butyl-1,3-benzoxazole-5-carboxylate (218 mg, 0.698 mmol), (4-fluorophenyl)-boronic acid (0.147 g, 1.048 mmol), 3,3′,3″-phosphinidynetris (benzensulfonic acid) trisodium salt (34 mg, 0.052 mmol), palladium(II) acetate (3.92 mg, 0.017 mmol) and diisopropylamine (0.100 mL, 0.698 mmol) were added N,N-dimethylformamide (2.62 mL) and water (0.87 mL). The mixture was heated to 80° C. After 30 min, the mixture was cooled to ambient temperature and ethyl acetate was added. The organic layer was washed with water (3×), brine, dried over magnesium sulfate, filtered and concentrated. Purification by silica gel chromatography (100% hexanes→70% hexanes/ethyl acetate) gave the title compound (0.209 g). LC-MS [M+1]=328.3.

Provenance & Evidence