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HRID 58063作成日：2026年10月26日
4-Bromo-6-(trifluoromethyl)-1H-indazole → methyl 2-(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)acetate
https://huagongshe.com/reaction/58063
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 4-Bromo-6-(trifluoromethyl)-1H-indazole | HCID 24729232 | — |
| 反応物 | Methyl 2-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)acetate | HCID 57576289 | — |
| 触媒 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 溶媒 | Sodium Bicarbonate | HCID 516892 | — |
| 生成物 | methyl 2-(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)acetate | HCID 89782890 | 79% |
反応手順
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.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09434743B2 |
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| 出典データセット | uspto-grants-2016_09 |
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| ORD ID | ord-edf0eb21465345309be40b2e3200d4f8 |
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| 出典メモ | uspto-grants-2016_09 |
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