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Benzene → But-2-enedioic Acid Mono-[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl] Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzene | HCID 241 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | Fumaryl chloride | HCID 5325504 | — |
| 反応物 | 1-hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione | HCID 9867338 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | But-2-enedioic Acid Mono-[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl] Ester | HCID 69945086 | 60% |
反応手順
To a solution of 1-Hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione, prepared as in example 1a, in 1:4 CH2Cl2:benzene, were added a large excess of fumaryl chloride and excess diisopropylethylamine. The reaction was stirred at room temperature for 20 min. Acetone and water were, added. The reaction mixture was diluted with CH2Cl2, washed with water, cold saturated NaHCO3, water and dried over Na2SO4. The resulting but-2-enedioic acid mono-[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl] ester was purified by flash chromatography (yield 60%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06559164B1 |
| 出典データセット | uspto-grants-2003_05 |
| ORD ID | ord-73a3beae291a44caba9931cc95d6bb7f |
| 出典メモ | uspto-grants-2003_05 |