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Trimethyl orthovalerate → 7-bromo-2-butyl-1-isobutyl-1H-imidazo[4,5-c]quinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trimethyl orthovalerate | HCID 83755 | — |
| 反応物 | 7-bromo-N4-isobutylquinoline-3,4-diamine | HCID 68818159 | — |
| 触媒 | Pyridinium chloride | HCID 10176127 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 7-bromo-2-butyl-1-isobutyl-1H-imidazo[4,5-c]quinoline | HCID 21984359 | 43.9% |
反応手順
7-Bromo-N4-isobutylquinoline-3,4-diamine (39.4 g of crude material), trimethyl orthovalerate (32 g, 0.20 mol), and pyridine hydrochloride (0.31 g, 2.7 mmol) were combined with anhydrous toluene (500 mL) and heated to reflux for 30 min. The reaction was cooled to room temperature, concentrated, and the residue was purified by chromatography on silica gel (75% ethyl acetate in hexane to 100% ethyl acetate gradient) to afford 21.2 g of 7-bromo-2-butyl-1-isobutyl-1H-imidazo[4,5-c]quinoline as a yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07091214B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-162be3fc5e3f4ed98a5683cec7677ead |
| 出典メモ | uspto-grants-2006_08 |