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3-Nitrobenzaldehyde → [5-(5,6-Difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-(3-nitrobenzyl)-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Nitrobenzaldehyde | HCID 7449 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | 5-(5,6-difluoro1H-indol-2-yl)-2-methoxy-phenylamine | HCID 9943439 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | [5-(5,6-Difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-(3-nitrobenzyl)-amine | HCID 10112155 | 26.9% |
反応手順
3-Nitrobenzaldehyde (0.3 g, 2.0 mmol) was added to a stirred mixture of 5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine (0.548 g, 2.0 mmol) in methylene chloride (125 mL), followed by acetic acid (0.2 g). The resulting mixture is stirred at room temperature for 1 hour. Sodium triacetoxyborohydride (0.46 g, 2.2 mmol) was added in one portion, and the resulting homogeneous solution was stirred at room temperature for 6 days. Saturated aqueous sodium bicarbonate solution (100 mL) was added and the mixture was sired for 2 hours. The mixture was shaken, the organic layer was separated and dried over Na2SO4. The solvent was evaporated to give a yellow solid. Recrystallization from methanol gave the product (220 mg), mp 212-214° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06858739B2 |
| 出典データセット | uspto-grants-2005_02 |
| ORD ID | ord-cc25dad197fc4974b9fe077fbac97fd9 |
| 出典メモ | uspto-grants-2005_02 |