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Piperidine → 3-{3-[4-(2-Carboxy-ethyl)-3-methyl-1H-pyrrol-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indol-5-yl}-propionic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | 3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acid | HCID 15160752 | — |
| 反応物 | 5-(2-Carboxyethyl)-2-oxindole | HCID 21925702 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 3-{3-[4-(2-Carboxy-ethyl)-3-methyl-1H-pyrrol-2-ylmethylene]-2-oxo-2,3-dihydro-1H-indol-5-yl}-propionic acid | HCID 69034377 | 66% |
反応手順
4-(2-Carboxyethyl)-2-formyl-3-methylpyrrole (90.6 mg), 102.6 mg 5-carboxyethyl-2-oxindole and 75 μL piperidine in 2 mL of ethanol were heated at 95° C. for 5 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. The crude solid was purified by chromatography a silica gel column eluting with ethyl acetate-hexane-acetic acid to give 121 mg (66%) 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 | US06878733B1 |
| 出典データセット | uspto-grants-2005_04 |
| ORD ID | ord-01e421fcc8aa4ae78610affb6b2e1130 |
| 出典メモ | uspto-grants-2005_04 |