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HRID 382064作成日:2026年10月27日
Sodium Carbonate → (z)-1,3-Dihydro-4-(6-indolyl)-3-[(3-methoxy-1h-pyrrol-2-yl)methylene]-2h-indol-2-one
https://huagongshe.com/reaction/382064
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
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| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 1H-Indol-6-ylboronic acid | HCID 2763205 | — |
| 反応物 | (Z)-1,3-dihydro-4-iodo-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one | HCID 15548053 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 生成物 | (z)-1,3-Dihydro-4-(6-indolyl)-3-[(3-methoxy-1h-pyrrol-2-yl)methylene]-2h-indol-2-one | HCID 9841570 | 62% |
反応手順
A solution of 6-indoleboronic acid (36 mg, 0.22 mmol) (from Step A above), (Z)-1,3-dihydro-4-iodo-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-indol-2-one (54 mg, 0.15 mmol) (Starting Material 3) and sodium carbonate (52 mg, 0.49 mmol) in 5 mL DME and 2.5 mL water was degassed for 15 min. by bubbling argon through the solution. Dichlorobis(triphenylphosphine)palladium (II) (10 mol %) (Aldrich) was then added and the reaction was heated at 90° C. for 2 days. The reaction was then poured into 100 mL water and the product was extracted with ethyl acetate (4×50 mL). The combined organic layers were dried over magnesium sulfate and concentrated in vacuo. The resulting product, (Z)-1,3-dihydro-4-(6-indolyl)-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one), was purified via flash column chromatography (40% EtOAc/hex) to yield 33 mg (62%) orange powder.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06307056B1 |
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| 出典データセット | uspto-grants-2001_10 |
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| ORD ID | ord-35ebf44b134347d5b0c196889662e998 |
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| 出典メモ | uspto-grants-2001_10 |
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