Nitrogen → HCID 11144213, compound

Participants

Reaction Steps

A mixture of Example 9A (3.10 g, 9.22 mmol), 4-trifluoromethoxyphenylboronic acid (2.13 g, 10.14 mmol), absolute EtOH (15 mL), 2 M aqueous Na2CO3 (9.22 mL, 18.44 mmol), and toluene (65 mL) was sparged with N2, treated with tetrakis(triphenylphosphine)paladium (0) (538 mg, 0.461 mmol), and heated at reflux for 1.25 hours. The reaction mixture was cooled, diluted with H2O (50 mL) and ethyl acetate (100 mL), and acidified to pH 3 with HOAc. The organic phase was washed with H2O and brine, dried (Na2SO4), filtered, and concentrated. Purification on silica gel with a gradient of CH2Cl2 to 2% MeOH/Cf 2CH2 provided 3.40 g (88%) of the desired compound as a white solid.

Provenance & Evidence