HRID1845607

反应详情

EQUATION

反应方程式

HRID 1845607 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

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

  1. customTo a 5 mL sealed flask reactor
  2. customprepared
  3. temperaturecooled to room temperature
  4. custompartitioned between CHCl3/H2O
  5. customThe organic layer was separated
  6. dry with materialdried with Na2SO4
  7. custompurified via column chromatography (0-15% EtOAc/Hexanes)