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Triethylamine → 3-[N-(benzyloxycarbonyl)-N-methylaminomethyl]-1H-indole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Benzyl succinimido carbonate | HCID 83172 | — |
| 反応物 | N-Methyl-1H-indole-3-methanamine | HCID 96388 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 3-[N-(benzyloxycarbonyl)-N-methylaminomethyl]-1H-indole | HCID 22139086 | 74% |
反応手順
N-(Benzyloxycarbonyloxy)succinimide (8.9 g, 35.7 mmole) was added to a solution of 3-(methylaminomethyl)-1H-indole (5.2 g, 32.5 mmole) and triethylamine (5.0 mL. 65.7 mmole) in DMF (100 mL) at RT. The reaction was stirred overnight then was concentrated in vacuo. The residue was diluted with water and the mixture was extracted with ethyl acetate. The combined extracts were dried over Na2SO4 and concentrated. Flash chromatography on silica gel (33% ethyl acetate/hexanes) gave the title compound (7.0 g, 74%) as an off-white solid: MS (ES) m/e 295 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07557125B2 |
| 出典データセット | uspto-grants-2009_07 |
| ORD ID | ord-9475198559fe4beeadea91635219cce2 |
| 出典メモ | uspto-grants-2009_07 |