HRID1500199

反应详情

EQUATION

反应方程式

HRID 1500199 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

To a mixture of (R)-(6-bromopyridin-2-yl)(2,2-dimethyl-1,3-dioxolan-4-yl)methanone (0.574, g, 2.01, mmol) in dioxane (10, mL) was added 2-(4-(4-fluorophenoxyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.691, g, 2.20 mmol), 2M aqueous Na2CO3, (2.0, mL, 4.0, mmol), and PdCl2(dppf) (0.086, g, 0.11 mmol). The reaction vessel was flushed with argon, sealed, and heated at 100° C. for 3, hours. After cooling, the reaction mixture was evaporated in vacuo and the residue chromatographed over silica gel with 5-40% EtOAc in hexanes. The product fractions were evaporated in vacuo to give (R)-(2,2-dimethyl-1,3-dioxolan-4-yl)(6-(4-(4-fluorophenoxy)phenyl)pyridin-2-yl)methanone as a very pale tan thick oil (0.621, g, 1.58, mmol, 79% yield). LC/MS: m/z=394.2, [M+H]+, .

WORKUP

后处理

  1. customThe reaction vessel was flushed with argon
  2. customsealed
  3. temperatureAfter cooling
  4. customthe reaction mixture was evaporated in vacuo
  5. customthe residue chromatographed over silica gel with 5-40% EtOAc in hexanes
  6. customThe product fractions were evaporated in vacuo