Cesium fluoride → HCID 69202470, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-methoxyphenylboronic acid (0.013 g) in ethanol (0.06 mL), an aqueous solution (0.10 mL) of cesium fluoride (0.019 g) and a solution of tetrakis(triphenylphosphine)palladium (0.003 g) in 1,4-dioxane (0.10 mL) were added successively to a solution of N-[5-{(R)-2-[2-(4-bromophenoxy)-ethylamino]-1-hydroxyethyl}-2-(2-trimethylsilylethoxymethoxy)phenyl]-N-(2-trimethylsilylethoxymethoxy)methanesulfonamide (0.03 g) in 1,4-dioxane (0.20 mL), and the mixture was stirred at 100° C. for 12 hrs. After being cooled to room temperature, the reaction mixture was diluted with tetrahydrofuran, and purified by SCX ion exchange column chromatography (Varian Bond Elut 500 mg, preconditioning: tetrahydrofuran, washing solvent: tetrahydrofuran, eluent: 2 mol/L ammonia in methanol). The solvent was evaporated under reduced pressure to afford N-[5-{(R)-1-hydroxy-2-[2-(4′-methoxybiphenyl-4-yloxy)ethylamino]ethyl}-2-(2-trimethylsilylethoxymethoxy)phenyl]-N-(2-trimethylsilylethoxymethyl)methanesulfonamide.

Provenance & Evidence