반응 #474552

반응 방정식

5-Bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-3-yl)-1H-indole-7-carboxamide

(4-fluorophenyl)boronic acid

Potassium carbonate

→

title compound

수율 30.9%

3-(1,1-Dioxidotetrahydro-2H-thiopyran-3-yl)-5-(4-fluorophenyl)-1H-indole-7-carboxamide

수율 30.9%

용매

1,4 dioxane

water

반응 조건

후처리

1. 1
   기타the solution was degassed with Nitrogen
2. 2
   기타to remove palladium
3. 3
   기타purified on Gilson preparative HPLC
4. 4
   농축The desired fractions were concentrated

실험 절차

5-Bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-3-yl)-1H-indole-7-carboxamide (0.050 g, 0.134 mmol) and (4-fluorophenyl)boronic acid (0.024 g, 0.174 mmol) was dissolved in a 6:1 solution of 1,4 dioxane (3 mL)/water (0.5 mL) in a 20 mL microwave reaction vessel. Potassium carbonate (0.093 g, 0.670 mmol) was added and the solution was degassed with Nitrogen. PdCl2(dppf)2 (0.017 g, 0.023 mmol) 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% TFA. The desired fractions were concentrated, giving 0.016 g (30%) of the title compound.

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