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HRID1778297

反应详情

EQUATION

反应方程式

HRID 1778297 反应方程式

REACTANTS

反应物

4
Dichloromethane 分子结构式
HCID6344

Dichloromethane

CH2Cl2

Sodium Carbonate 分子结构式
HCID10340

Sodium Carbonate

CNa2O3

4,4,5,5-Tetramethyl-2-{[4-(trifluoromethoxy)phenyl]methyl}-1,3,2-dioxaborolane 分子结构式
HCID16218146

4,4,5,5-Tetramethyl-2-{[4-(trifluoromethoxy)phenyl]methyl}-1,3,2-dioxaborolane

C14H18BF3O3

HCID 118324020 分子结构式
HCID118324020

未命名化合物

PRODUCTS

产物

1
HCID 118323950 分子结构式
HCID118323950

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

4
Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) 分子结构式
催化剂HCID178418228

Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)

C34H28Cl2FeP2Pd

Water 分子结构式
溶剂HCID962

Water

H2O

2 次

Ethyl Acetate 分子结构式
溶剂HCID8857

Ethyl Acetate

C4H8O2

1,4-Dioxane 分子结构式
溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

A mixture of (4-bromo-2-(tert-butoxy)quinolin-6-yl)(4-chlorophenyl)(thiazol-2-yl)methanol (79 mg, 0.157 mmol) and 4,4,5,5-tetramethyl-2-(4-(trifluoromethoxy)benzyl)-1,3,2-dioxaborolane (80.5 mg, 0.267 mmol) in the presence of Pd(dppf)Cl2.CH2Cl2 (512 mg, 0.0157 mmol), Na2CO3 (33 mg, 0.314 mmol) in 1,4-dioxane (1 mL) and water (0.25 mL) was heated at 80° C. overnight. The reaction was diluted with EtOAc and water. The organics were concentrated and purified by silica column (80% EtOAc/hexanes) chromatography to yield (2-(tert-butoxy)-4-(4-(trifluoromethoxy)benzyl)quinolin-6-yl)(4-chlorophenyl)(thiazol-2-yl)methanol.

WORKUP

后处理

  1. concentrationThe organics were concentrated
  2. custompurified by silica column (80% EtOAc/hexanes) chromatography