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
- 95 °C
PROCEDURE
实验过程
To a 5 mL sealed flask reactor was added methyl 4-bromo-5-methyl-2-furancarboxylate (1.13 g, 5.16 mmol), 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.31 g, 6.30 mmol) [prepared according to the procedure of Preparation 7], K3PO4 (3.87 g, 18.23 mmol) and Pd2(dba)3 (153 mg, 0.17 mmol) and P(OMe)3 (32 μL, 0.27 mmol) in 1,4-Dioxane (23 mL). The reaction was heated at 95° C. for 4 hours, cooled to room temperature and partitioned between CHCl3/H2O. The organic layer was separated, dried with Na2SO4, adsorbed onto silica and purified via column chromatography (0-15% EtOAc/Hexanes) affording the title compound (967 mg, 4.39 mmol, 85%): LC-MS (ES) m/z=271 (M+H)+.
WORKUP
后处理
- customTo a 5 mL sealed flask reactor
- customprepared
- temperaturecooled to room temperature
- custompartitioned between CHCl3/H2O
- customThe organic layer was separated
- dry with materialdried with Na2SO4
- custompurified via column chromatography (0-15% EtOAc/Hexanes)