反应详情

温度

80 °C

Under inert gas atmosphere 3.43 g (2.97 mmol) Pd(PPh3)4 are added to 17.2 g (59.4 mmol) 2-(4-iodo-phenyl)-propionic acid methyl ester (Bioorg. Med. Chem. Lett. 2010, 20, 896), 20.2 g (65.3 mmol) 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester and 18.9 g (178 mmol) sodium carbonate in 200 mL 1,2-dimethoxyethane and 30 mL water. The mixture is stirred for 2 h at 100° C. and for additional 12 h at 80° C. After that time, water is added and the mixture is extracted with EtOAc (3×). The combined organic layers are washed with water (2×) and brine and dried over sodium sulphate. The solvent is evaporated and the residue is purified by column chromatography (silica gel; heptane:EtOAc gradient 100:0->60:40).

1. extractionthe mixture is extracted with EtOAc (3×)
2. washThe combined organic layers are washed with water (2×) and brine
3. dry with materialdried over sodium sulphate
4. customThe solvent is evaporated
5. customthe residue is purified by column chromatography (silica gel; heptane:EtOAc gradient 100:0->60:40)