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Methanol → 5-(Benzoxazol-2-yl)-2-methyl-1-(1,2,3,4-tetrahydronaphthalen-1-yl)benzimidazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Ethanimidic acid, methyl ester, hydrochloride (1:1) | HCID 10313100 | — |
| 反応物 | 2-(2-(1,2,3,4-Tetrahydronaphthalen-1-yl)aminoanilin-5-yl)benzoxazole | HCID 67497952 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 5-(Benzoxazol-2-yl)-2-methyl-1-(1,2,3,4-tetrahydronaphthalen-1-yl)benzimidazole | HCID 67497701 | 49.4% |
反応手順
To a methanol (5 mL) solution of 2-(2-(1,2,3,4-tetrahydronaphthalen-1-yl)aminoanilin-5-yl)benzoxazole (see Working Example 87-1) (0.30 g, 0.8 mmol) was added methyl acetimidate hydrochloride (0.10 g, 0.9 mmol), and this was heated to reflux for 3 hours. After the reaction solution was cooled, water was added, and this was extracted with chloroform. After the organic layer obtained was dried over anhydrous sodium sulfate, it was filtered and concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (0.15 g, 47% yield) as a colorless amorphous mass.
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-7c8af375083148a3996f5290d4cb4ece |
| 出典メモ | uspto-grants-2014_09 |