HRID2242222
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
PROCEDURE
实验过程
A solution of 2-chloro-5-[5-(4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridine (5.0 g, 16.0 mmol), zinc cyamide (1.13 g, 9.58 mmol), tetrakis(triphenylphosphine) palladium (0) (0.74 g, 0.64 mmol) and DMF (16 mL) was stirred at 80° C. for 24 hours. The reaction mixture was cooled to room temperature, quenched with H2O (10 mL), and extracted with EtOAc (3×100 mL). The combined organic extracts were washed with H2O (2×100 mL) and brine (2×100 mL), dried (MgSO4), filtered and concentrated in vacuo. Purification by flash chromatography (silica, 2:8 EtOAc:hexanes) provided the title compound (2.87 g, 59% yield) as a solid.
WORKUP
后处理
- customquenched with H2O (10 mL)
- extractionextracted with EtOAc (3×100 mL)
- washThe combined organic extracts were washed with H2O (2×100 mL) and brine (2×100 mL)
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationconcentrated in vacuo
- customPurification by flash chromatography (silica, 2:8 EtOAc:hexanes)