関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Benzimidazole, 2-chloromethyl-5,6-dichloro- | HCID 38349 | — |
| 反応物 | 2-Fluoro-4,5-dimethoxybenzaldehyde | HCID 603595 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-(5,6-Dichloro-1-benzoimidazol-2-ylmethoxy)-2-fluoro-5-methoxy-benzaldehyde | HCID 59803881 | — |
反応手順
2-Fluoro-4-hydroxy-5-methoxy-benzaldehyde (38, 0.364 g, 2.14 mmol) was dissolved in N,N-dimethylformamide (10.0 mL) and sodium hydride (60% dispersion in mineral oil, 100 mg, 2.50 mmol) was added. After 20 minutes, 5,6-dichloro-2-chloromethyl-1H-benzoimidazole (208, 0.420 g, 1.78 mmol) was added. The reaction was stirred at 80° C. overnight. The reaction was concentrated, then washed with ethyl acetate and saturated sodium bicarbonate. The organic portions were dried with anhydrous sodium sulfate, filtered and the filtrate was adsorbed onto silica. The mixture was purified by silica gel chromatography, eluting with methanol/dichloromethane, to provide the desired compound, consistent by 1H-NMR (209, 140 mg, 21%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07872018B2 |
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| 出典データセット | uspto-grants-2011_01 |
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| ORD ID | ord-b67791df0d85411bb791426b835e2076 |
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| 出典メモ | uspto-grants-2011_01 |
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