HRID931390

反应详情

EQUATION

反应方程式

HRID 931390 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

A deoxygenated solution of tributyltin hydride (0.779 g, 2.68 mmol) and AIBN (43 mg, 0.26 mmol) in benzene (44 mL) was added dropwise over 2 h to a deoxygenated solution of N-(3-bromopyridin-2-yl)-5-(((4-methoxybenzyl)oxy)methyl)-N-((2-(trimethylsilyl)ethoxy)methyl)furo[2,3-b]pyridine-2-carboxamide (0.80 g, 1.3 mmol) and AIBN (87 mg, 0.53 mmol) in benzene (86 mL) at reflux, and the heating was continued for 1 h. The excess tributyl tinhydride was quenched with thiophenol (0.5 mL) and the reaction mixture was concentrated. The residue was purified by flash chromatography on silica gel eluting with 20% ethyl acetate in petroleum ether to give the title compound as a racemic mixture. MS: m/z=520.2 (M+1).

WORKUP

后处理

  1. temperatureat reflux
  2. customThe excess tributyl tinhydride was quenched with thiophenol (0.5 mL)
  3. concentrationthe reaction mixture was concentrated
  4. customThe residue was purified by flash chromatography on silica gel eluting with 20% ethyl acetate in petroleum ether