反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 80 °C
PROCEDURE
实验过程
To a stirred solution of compound 18b (51 mg, 0.12 mmol), (3-(tert-butoxycarbonyl)phenyl)boronic acid (39 mg, 0.18 mmol), and cesium carbonate (0.12 g, 0.36 mmol) in degassed 1,4-dioxane (4 mL) and water (0.5 mL) under Argon was added dichloro(diphenylphosphinoferrocene)palladium (II) (4.3 mg, 0.0059 mmol). The resulting mixture was heated at 80° C. for 2 h, allowed to cool to rt, and treated with EtOAc (10 mL). The organic layer was washed with water (10 mL) and brine (10 mL), and dried over Na2SO4. The mixture was filtered, and the filtrate was concentrated. The resulting residue was purified by flash column chromatography on silica gel (20-100% EtOAc/heptane) to give compound 18c as a brown oil. Mass Spectrum (LCMS, ESI pos.): Calcd. for C32H29N5O3: 532.2 (M+H). found: 532.5.
WORKUP
后处理
- temperatureto cool to rt
- washThe organic layer was washed with water (10 mL) and brine (10 mL)
- dry with materialdried over Na2SO4
- filtrationThe mixture was filtered
- concentrationthe filtrate was concentrated
- customThe resulting residue was purified by flash column chromatography on silica gel (20-100% EtOAc/heptane)