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HRID 411620作成日:2026年10月27日
Omeprazole → 1-[(benzotriazol-1-yl)methyl]-6-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole
https://huagongshe.com/reaction/411620
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Omeprazole | HCID 4594 | — |
| 反応物 | 1-(Chloromethyl)-1H-benzotriazole | HCID 3328222 | — |
| 反応物 | 1-[(benzotriazol-1-yl)methyl]-5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole | HCID 18541198 | — |
| 反応物 | Sodium t-butoxide | HCID 23676156 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Chloroform methanol | HCID 21584188 | — |
| 生成物 | 1-[(benzotriazol-1-yl)methyl]-6-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole | HCID 18541128 | — |
反応手順
5-Methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole (172 mg) was dissolved in 20 ml of dichloromethane. Sodium tert-butoxide (55 mg) and 1-(chloromethyl)-1H-benzotriazole (85 mg) was added. The reaction mixture was stirred at 30° C. for 3 days. TLC analysis (developing solvent; chloroform-methanol 15:1) showed major one spot of 1-[(benzotriazol-1-yl)methyl]-5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole above 5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole. The titled product was purified by preparative thin layer chromatography. 195 mg of product, a mixture of 1-[(benzotriazol-1-yl)methyl]-5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole and 1-[(benzotriazol-1-yl)methyl]-6-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole was obtained (3:2 ratio).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06559167B1 |
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| 出典データセット | uspto-grants-2003_05 |
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| ORD ID | ord-1b68d613025a437985ac12dc9d4fd244 |
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| 出典メモ | uspto-grants-2003_05 |
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