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Water → Ethyl 9-(3-chloro-2,6-difluorobenzyl)-9H-beta-carboline-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Ethyl Beta-Carboline-3-Carboxylate | HCID 105078 | — |
| 反応物 | 2-(Bromomethyl)-4-chloro-1,3-difluorobenzene | HCID 2773550 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Ethyl 9-(3-chloro-2,6-difluorobenzyl)-9H-beta-carboline-3-carboxylate | HCID 21883401 | 75% |
反応手順
To a stirred solution of ethyl 9H-β-carboline-3-carboxylate (440 mg, 1.83 mmol) in DMF (5 mL) under a nitrogen atmosphere was added NaH (73.3 mg, 60% in mineral oil, 1.83 mmol) portionwise, followed by 3-chloro-2,6-difluorobenzyl bromide (442 mg, 1.83 mmol). Stirring was continued for 22 hours at ambient temperature, water (30 mL) was then added to the mixture. The precipitate was filtered, washed with water and dried to give the title product (0.55 g, 68%). 1H NMR (400 MHz, CD3OD): δ 9.04 (1H, s), 8.86 (1H, s), 8.26 (1H, d, J=8 Hz), 6.98–7.69 (5H, m), 5.82 (2H, s), 4.44 (2H, q, J=8 Hz), 1.43 (3H, t, J=8 Hz).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07001912B2 |
| 出典データセット | uspto-grants-2006_02 |
| ORD ID | ord-d79a00a32a034d4b86df8ab874d147f0 |
| 出典メモ | uspto-grants-2006_02 |