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5-Nitroindole → 1-[(5-nitro-1H-indol-3-yl)methyl]-4-propylpyrrolidin-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 5-Nitroindole | HCID 22523 | — |
| 反応物 | 1-(Hydroxymethyl)-4-propylpyrrolidin-2-one | HCID 11332602 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 1-[(5-nitro-1H-indol-3-yl)methyl]-4-propylpyrrolidin-2-one | HCID 15979449 | 44% |
反応手順
A solution of 5-nitro-1H-indole x3 (100 mg, 1 eq, 0.62 mmol), 1-(hydroxymethyl)-4-propylpyrrolidin-2-one x2 (108.27 mg, 1 eq, 0.62 mmol), paratoluenesulfonic acid (11 mg, 0.1 eq, 0.062 mmol) in 5 ml of toluene is refluxed for 4 hours. After cooling to room temperature, the solvent is removed under reduced pressure and the crude product is purified by preparative chromatography on reverse phase (gradient: H2O/CH3CN/TFA: 95/5/0.1 (v/v/v) to 5/95/0.1 (v/v/v)) affording 1-[(5-nitro-1H-indol-3-yl)methyl]-4-propylpyrrolidin-2-one 148 as a colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08183241B2 |
| 出典データセット | uspto-grants-2012_05 |
| ORD ID | ord-fd9d1c70b92148d0a31d6677038bfb95 |
| 出典メモ | uspto-grants-2012_05 |