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HRID387368

反应详情

EQUATION

反应方程式

HRID 387368 的结构方程式

REACTANTS

反应物

3
结构：O=C([O-])[O-].[K+].[K+]
HCID11430

Potassium Carbonate

CK2O3

结构：OB(O)c1ccco1
HCID2734357

2-Furanboronic acid

C4H5BO3

结构：NC(=O)c1cc(Br)cc2c(C3CCCS(=O)(=O)C3)c[nH]c12
HCID59332791

未命名化合物

PRODUCTS

生成物

1
结构：NC(=O)c1cc(-c2ccco2)cc2c(C3CCCS(=O)(=O)C3)c[nH]c12
HCID59332743

未命名化合物

收率 37%

AUXILIARIES

试剂、催化剂与溶剂

3
结构：Cl[Pd]Cl.[Fe+2].c1ccc(P(c2ccccc2)[c-]2cccc2)cc1.c1ccc(P(c2ccccc2)[c-]2cccc2)cc1
催化剂HCID178418228

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

C34H28Cl2FeP2Pd

结构：O
溶剂HCID962

Water

H2O

结构：C1COCCO1
溶剂HCID31275

1,4-Dioxane

C4H8O2

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

5-Bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-3-yl)-1H-indole-7-carboxamide (0.050, 0.135 mol) and 2-furanylboronic acid (0.020, 0.175 mol) was dissolved in a 6:1 solution of 1,4 dioxane (3 L)/water (0.5 L) in a 20 L microwave reaction vessel. Potassium carbonate (0.093, 0.673 mol) was added and the solution was degassed with Nitrogen. PdCl2(dppf)2 (0.017, 0.023 mol) was added and the reaction was heated in a microwave at 100° C. for 20 min. The solution was passed through a StratoSphere SPE PL-Thiol MP SPE column to remove palladium and purified on Gilson preparative HPLC using Acetonitrile/Water with 0.1% NH4OH. The desired fractions were concentrated, giving 0.018 g (37%) of the title compound.

WORKUP

后处理

  1. customthe solution was degassed with Nitrogen
  2. customto remove palladium
  3. custompurified on Gilson preparative HPLC
  4. concentrationThe desired fractions were concentrated