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Isopropanol → N-(3-Methyl-1H-indole-7-yl)-4-(methylsulfonyl)benzenesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Isopropanol | HCID 3776 | — |
| 反応物 | 4-Methanesulfonylbenzene-1-sulfonyl chloride | HCID 2735182 | — |
| 反応物 | 7-nitro-1H-indole-3-carbaldehyde | HCID 2762438 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 触媒 | HCID 178418390 | HCID 178418390 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | N-(3-Methyl-1H-indole-7-yl)-4-(methylsulfonyl)benzenesulfonamide | HCID 22228584 | 61% |
反応手順
580 mg (15.3 mmol) of sodium borohydride and 150 mg of 10% palladium-carbon were added to a 2-propanol suspension (25 ml) containing 300 mg (1.58 mmol) of 3-formyl-7-nitro-1H-indole, followed by refluxing for 6 hours. After water was added to the reaction system, the catalyst was filtered off. The filtrate was extracted with ethyl acetate, and the extract was washed with brine and then dried over magnesium sulfate. The solvent was evaporated, and the residue was dissolved in 5 ml of pyridine. The mixture was reacted and treated with 170 mg (0.67 mmol) of 4-(methylsulfonyl)benzenesulfonyl chloride in the same manner as in Example 1a, to give 149 mg of the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07834049B2 |
| 出典データセット | uspto-grants-2010_11 |
| ORD ID | ord-0100aac452864740bef4442add621a39 |
| 出典メモ | uspto-grants-2010_11 |