Sodium Carbonate → HCID 57709126, compound

Participants

Reaction Steps

A mixture of trifluoromethanesulfonic acid 4-(1-{4-[3-(t-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl]-3-methyl-phenyl}-1-ethyl-propyl)-2-methyl-phenyl ester (Example 11-(1); 0.13 g, 0.2 mmol), 3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester (Example 11-(2); 0.06 g, 0.2 mmol), a [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II), dichloromethane complex (1:1) (0.01 g, 0.01 mmol), a sodium carbonate solution (2 M, 0.3 ml, 0.6 mmol) and N,N-dimethylformamide (1 mL) was stirred in a nitrogen atmosphere at 80° C. for four hours. A saturated aqueous ammonium chloride solution was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was then washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by preparative TLC (hexane/ethyl acetate=10/1) to give the title compound (0.013 g, 10%).

Provenance & Evidence