1,2-Dimethoxyethane → HCID 68455267, compound

Participants

Reaction Conditions

Reaction Steps

A 10 mL round-bottomed flask under argon was charged with 1-chloro-6-(4-fluorophenoxy)phthalazine (42.90 mg, 0.15 mmol), tetrakis(triphenylphosphine)palladium (9 mg, 0.008 mmol), 2-chlorophenylboronic acid (37 mg, 0.23 mmol), ethylene glycol dimethyl ether (1.6 mL), and ethanol (0.4 mL), followed by 2M aqueous sodium carbonate solution (0.23 mL, 0.45 mmol). The reaction was stirred at 90° C. for 3 h. The cooled reaction mixture was diluted with DCM and washed with saturated aqueous NaHCO3 and brine, then dried (MgSO4). Flash chromatography eluting with a gradient of 25:10:65, 40:10:50, 50:10:40, 60:10:30, and 70:10:20 ethyl acetate-dichloromethane-hexanes gave the title compound as a tan amorphous solid. MS (ES+): 351.1 (M+H)+.

Provenance & Evidence