Potassium Carbonate → HCID 58020026, compound

Participants

Reaction Conditions

Reaction Steps

To 1-bromo-3-nitrobenzene (2.02 g, 10.0 mmol), 2,6-dimethoxyphenylboronic acid (2.70 g, 15.0 mmol), triphenylphosphine (0.52 g, 2.0 mmol), K2CO3 (4.14 g, 30.0 mmol) and palladium(II) acetate (0.009 g, 0.04 mmol) was added DME (80 mL) and EtOH/H2O (1:1, 20 mL). Argon gas was bubbled through the stirred reaction for 5 min. The reaction was stirred at 80° C. under argon for 20 h. The reaction was cooled to room temperature, concentrated, and H2O (60 mL) and dichloromethane (80 mL) were added. The layers were separated and the aqueous was extracted with dichloromethane (2×40 mL). The combined organic extracts were dried with Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography using 10% ethyl acetate/hexanes as eluent to afford 1.69 g (65%) of I-81 as a white solid.

Provenance & Evidence