HRID1455974

反应详情

EQUATION

反应方程式

HRID 1455974 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

A solution of methyl 2-(N-(2-benzyloxy-5-bromobenzyl)-N-ethylamino]-5-pyridylcarboxylate (10.0 g, 22 mM) in dichloromethane (150 ml) was treated with boron trichloride dimethyl sulfide complex (40 ml, 2M, 80 mM). The reaction was stirred at ambient temperature for 48 hours. Saturated sodium bicarbonate solution was added and the layers were separated. The aqueous layer was washed with dichloromethane. The organic layers were combined, dried (MgSO4) and evaporated to give an off-white solid. The off-white solid was subjected to chromatography (diluted with ethyl acetate/hexane) to give the title product methyl 2-[N-(5-bromo-2-hydroxybenzyl)-N-ethylamino]-pyridine-5-carboxylate (6.02 g, 75%).

WORKUP

后处理

  1. customthe layers were separated
  2. washThe aqueous layer was washed with dichloromethane
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customto give an off-white solid