반응 #86341

반응 방정식

4-bromo-6-(trifluoromethyl)-1H-indazole

methyl 2-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate

→

title compound

수율 79.0%

methyl 2-(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)acetate

수율 79.0%

용매

dioxane

NaHCO3

반응 조건

후처리

1. 1
   농축The reaction mixture was subsequently concentrated
2. 2
   workup.DISSOLUTIONThe crude residue was dissolved in EtOAc
3. 3
   세척was washed with water and brine
4. 4
   농축concentrated
5. 5
   기타purified by CombiFlash® chromatography (0-35% MeOH in DCM)
6. 6
   농축concentrated by rotary evaporation

실험 절차

A vial was charged with a mixture of 4-bromo-6-(trifluoromethyl)-1H-indazole (0.433 g, 1.633 mmol), methyl 2-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate (0.5 g, 1.633 mmol) and PdCl2(dppf) (0.060 g, 0.082 mmol) in dioxane (10 mL) and aqueous saturated NaHCO3 (3 mL). The resulting light brown suspension was heated at 140° C. for 45 minutes in a microwave reactor. The reaction mixture was subsequently concentrated. The crude residue was dissolved in EtOAc and was washed with water and brine, concentrated, and purified by CombiFlash® chromatography (0-35% MeOH in DCM). The product-containing fractions were combined and concentrated by rotary evaporation to give the title compound (0.47 g, 79%). ESI-MS m/z [M+H]+ calc'd for C18H15F3N2O3, 365.1. found 365.2.

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