反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
产物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 85 °C
PROCEDURE
实验过程
To a N-(3-tert-butyl-phenyl)-3-fluoro-4-piperazin-1-yl-benzamide (0.15 mmol) solution in dioxane was added 4-bromo-benzoic acid (0.195 mmol), NaOtBu (0.45 mmol), Xantphos (0.03 mmol) and Pd2 dba3 (0.009 mmol). The reaction vial was purged with Ar, sealed, and heated at 85° C. overnight. The reaction was worked up by diluting with methanol adding an excess of NH4Cl, and passing through a plug of silica gel (1 g) and eluting with methanol. The methanol fraction was concentrated. The residue suspended in DMSO, filtered, and purified by reverse phase liquid chromatography with increasing concentrations of CH3CN in water yielding the product 4-{4-[4-(3-tert-butyl-phenylcarbamoyl)-2-fluoro-phenyl]-piperazin-1-yl}-benzoic acid. LCMS calcd for C28H30FN3O3 (m/e) 475, obsd 476 (M+H).
WORKUP
后处理
- customThe reaction
- customvial was purged with Ar
- customsealed
- additionby diluting with methanol adding an excess of NH4Cl
- washeluting with methanol
- concentrationThe methanol fraction was concentrated
- filtrationfiltered
- custompurified by reverse phase liquid chromatography
- temperaturewith increasing concentrations of CH3CN in water yielding the product 4-{4-[4-(3-tert-butyl-phenylcarbamoyl)-2-fluoro-phenyl]-piperazin-1-yl}-benzoic acid