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Ethanol → 7-Bromo-2-ethoxymethyl-1-(isopropoxypropyl)-1H-imidazo[4,5-c]quinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethanol | HCID 702 | — |
| 反応物 | Ethoxyacetyl chloride | HCID 84189 | — |
| 反応物 | 7-bromo-N4-(3-isopropoxypropyl)quinoline-3,4-diamine | HCID 69078733 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | 7-Bromo-2-ethoxymethyl-1-(isopropoxypropyl)-1H-imidazo[4,5-c]quinoline | HCID 67381964 | 67.1% |
反応手順
7-Bromo-N4-(3-isopropoxypropyl)quinoline-3,4-diamine (45 g) was dissolved in acetonitrile (1.3 L) and triethylamine (19.4 mL). Ethoxyacetyl chloride (18.0 g) was added dropwise to the solution and the reaction was stirred for 16 hours. The solvent was removed under reduced pressure to afford a tan solid. The solid was added to a solution of ethanol (1 L) and triethylamine (77.5 mL) and heated at reflux for 4 hours. The solvent was removed under reduced pressure. Water was added to the solid residue and the crude product was recovered by filtration. Recrystallization from acetonitrile yielded 36.25 g of 7-bromo-2-ethoxymethyl-1-(3-isopropoxypropyl)-1H-imidazo[4,5-c]quinoline as a tan crystalline solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08017779B2 |
| 出典データセット | uspto-grants-2011_09 |
| ORD ID | ord-134fed903e6046ffa77168d789ca7fdf |
| 出典メモ | uspto-grants-2011_09 |