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Benzoyl chloride → 5-{4-[6-(4-Benzoylaminophenoxy)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzoyl chloride | HCID 7412 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 5-[4-[6-(4-aminophenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride | HCID 86587768 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-{4-[6-(4-Benzoylaminophenoxy)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione | HCID 18537572 | — |
反応手順
A reaction was conducted by a similar procedure to that described in Example 52 using triethylamine (0.36 ml), benzoyl chloride (0.10 ml), 5-[4-[6-(4-aminophenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride (400 mg) and anhydrous N,N-dimethylformamide (8 ml). The reaction mixture was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The extract was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and then concentrated. The residue was chromatographed on a silica gel column using ethyl acetate:n-hexane=1:1→2:1→3:1→4:1 as the eluant to afford the title compound (247 mg, white powder, mp 200-204° C.).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06562849B1 |
| 出典データセット | uspto-grants-2003_05 |
| ORD ID | ord-3add40acc7d14567b843d59a4e352407 |
| 出典メモ | uspto-grants-2003_05 |