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6-bromo-2,3-dihydro-1H-indol-2-one → 3-[5-(6-Bromo-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 6-bromo-2,3-dihydro-1H-indol-2-one | HCID 2773289 | — |
| 反応物 | 3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acid | HCID 15160752 | — |
| 触媒 | Piperidine | HCID 8082 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 3-[5-(6-Bromo-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4-methyl-1H-pyrrol-3-yl]-propionic acid | HCID 53837339 | 92.3% |
反応手順
4-(2-carboxyethyl)-2-formyl-3-methylpyrrole (90 mg), 106 mg 6-bromo-2-oxindole, and 3 drops piperidine in 3 mL of ethanol were heated at 90° C. for 4 hours. The reaction mixture was cooled and concentrated. The residue was suspended in 6 N aqueous hydrochloric acid. The precipitate was filtered, washed with water to pH 6 and dried in a vacuum oven overnight to give 172 mg (92%) of the title compound as a yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07119090B2 |
| 出典データセット | uspto-grants-2006_10 |
| ORD ID | ord-2c4967e4f85e4f0ab9a3f7bd14c170a2 |
| 出典メモ | uspto-grants-2006_10 |