反应详情

温度

100 °C

A mixture of 4-((1R,2S)-2-{2-[2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethylamino}-1-hydroxypropyl)phenol (0.02 g), 4-bromo-3-methylbenzoic acid (0.020 g), tetrakis(triphenylphosphine)palladium (0.0027 g), cesium fluoride (0.041 g), 1,4-dioxane (0.75 mL), ethanol (0.25 mL) and water (0.15 mL) was stirred at 100° C. over night. After being cooled to room temperature, the reaction mixture was diluted with tetra hydrofuran (2.5 mL). The crude product was purified by SCX ion exchange column chromatography (Argonaut 1 g, preconditioning: tetra hydrofuran, washing solvent: tetra hydrofuran, eluent: 2 mol/L ammonia in methanol), followed by reverse phase column chromatography (Shiseido Capcell Pak C18 ODS, 5 μm, 120 Å, 20×50 mm, linear gradient 0.1% aqueous formic acid/acetonitrile=90/10-60/40) to afford the title compound (0.0046 g) as a white amorphous. The structure and physical data were shown in table 1.

1. temperatureAfter being cooled to room temperature
2. customThe crude product was purified by SCX ion exchange column chromatography (Argonaut 1 g, preconditioning: tetra hydrofuran, washing solvent: tetra hydrofuran, eluent: 2 mol/L ammonia in methanol)