Ammonium Chloride → HCID 57708963, compound

Participants

Reaction Conditions

Reaction Steps

Degassed N,N-dimethylformamide (0.30 mL) was added to t-butyl-(1-{2-[4-(1-ethyl-1-{4-[4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl]-3-methyl-phenyl}-propyl)-2-methyl-phenyl]-ethyl}-2,2-dimethyl-propoxy)dimethylsilane (Example 23-(1); 23.0 mg, 0.0379 mmol), [3-(t-butyl-diphenyl-silanyloxy)-5-trifluoromethanesulfonyloxy-phenyl]acetic acid methyl ester (Example 164-(2); 26.0 mg, 0.0470 mmol), tetrakis(triphenylphosphine)palladium (0) (6.6 mg, 0.0057 mmol) and potassium phosphate (14.5 mg, 0.0683 mmol). After replacement with nitrogen, the mixture was heated while stirring at an external temperature of 81 to 91° C. for five hours. 50% saturated aqueous ammonium chloride was added to the reaction mixture, followed by extraction with diethyl ether. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=5/1) to give the title compound (23.6 mg, 97%).

Provenance & Evidence