Potassium Phosphate, Tribasic → [4'-(1-ethyl-1-{4-[2-(1-hydroxy-cyclopentyl)-ethyl]-3-methyl-phenyl}-propyl)-3-fluoro-2'-methyl-biphenyl-4-yl]-acetic Acid Methyl Ester

Participants

Reaction Conditions

Reaction Steps

A solution of palladium acetate (2.6 mg, 0.0114 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (9.4 mg, 0.0228 mmol) and potassium phosphate (48.4 mg, 0.22 mmol) in water (0.040 mL) and toluene (0.200 mL) was stirred for three minutes. A solution of (4-chloro-2-fluoro-phenyl)acetic acid methyl ester (Example 40; 24.7 mg, 0.12 mmol) and 1-[2-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenyl)-ethyl]-cyclopentanol (Example 40; 40.0 mg, 0.0815 mmol) in toluene (0.200 mL) was added, and the mixture was stirred in a nitrogen atmosphere at 100° C. for three hours. After filtration through cotton plug, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (17% ethyl acetate/hexane) to give the title compound (30.9 mg, 77%).

Provenance & Evidence