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Silane, (ethenyloxy)trimethyl- → 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-3-methylbutanal
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Silane, (ethenyloxy)trimethyl- | HCID 80344 | — |
| 反応物 | 2-(1-(4-fluorophenyl)-1H-indazol-5-yl)propan-2-ol | HCID 67005814 | — |
| 触媒 | Zincchloride | HCID 3007855 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-3-methylbutanal | HCID 86640305 | — |
反応手順
To a stirred solution of 2-(1-(4-fluorophenyl)-1H-indazol-5-yl)propan-2-ol (Example 113(d), 200 mg, 0.74 mmol) and trimethyl(vinyloxy)silane (0.5 mL) in anhydrous dichloromethane (1 mL) was added zinc chloride (1M solution in diethyl ether, 2.2 mL, 2.2 mmol) dropwise at 0° C. under argon. The reaction mixture was stirred at rt for 1.5 hr before being quenched by the addition of saturated aqueous ammonium chloride solution (2 mL). The aqueous layer was separated and extracted with ethyl acetate (2×2 mL). The combined organic layers were dried (Na2SO4), concentrated and purified by silica gel flash chromatography to give 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-3-methylbutanal as a liquid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08067447B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-23c79fa6a26148e1849251901563fa1f |
| 出典メモ | uspto-grants-2011_11 |