Diisopropylamine → 2',4'-Difluoro-5-(1-hydroxy-1-methylethyl)biphenyl-3-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-bromo-5-(1-hydroxy-1-methylethyl)benzoic acid (150 mg, 0.579 mmol) in N,N-dimethylformamide (2.90 mL) and water (0.97 mL) was added (2,4-difluorophenyl)boronic acid (110 mg, 0.695 mmol), palladium(II) acetate (6.5 mg, 0.029 mmol), 3,3′3″-phosphinidynetris(benzenesulfonic acid)trisodium salt (49.4 mg, 0.087 mmol) and diisopropylamine (0.206 mL, 1.45 mmol) and the mixture was heated to 80° C. After 3 h, filtration and purification by reverse phase chromatography (C-18, 90% water/acetonitrile→30% water/acetonitrile with 0.1% trifluoroacetic acid) gave the title compound (156 mg).

Provenance & Evidence