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3-Furaldehyde → 5-(Benzoxazol-2-yl)-2-(furan-3-yl)-1-(tetrahydropyran-4-yl)benzimidazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Furaldehyde | HCID 10351 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Potassium hydroxy sulfite | HCID 23707502 | — |
| 反応物 | 5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline | HCID 67498806 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-(Benzoxazol-2-yl)-2-(furan-3-yl)-1-(tetrahydropyran-4-yl)benzimidazole | HCID 49821459 | 69% |
反応手順
To a solution of 5-(benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline (see Working Example 20-2) (200 mg, 0.646 mmol) in dimethylformamide (2 mL) was added 3-furaldehyde (80.7 mg, 0.840 mmol) and oxone (258 mg, 0.420 mmol), and this was stirred at room temperature for 3 hours. After the reaction was complete, aqueous potassium carbonate solution was added, this was filtered and washed with water. The crystals obtained were purified by silica gel column chromatography to yield the title compound (171 mg, 69% yield) as pale yellow crystals.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08829035B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-3654201990e44b268913e761ca02e6fd |
| 出典メモ | uspto-grants-2014_09 |