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1,1,1-Trimethoxybutane → 1-(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,1,1-Trimethoxybutane | HCID 123512 | — |
| 反応物 | Pyridinium chloride | HCID 10176127 | — |
| 反応物 | 1-(3-Amino-7-bromoquinolin-4-ylamino)-2-methylpropan-2-ol | HCID 21984457 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 1-(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol | HCID 21984183 | 76.7% |
反応手順
Trimethyl orthobutyrate (11.61 mL, 72.6 mmol) and catalytic pyridine hydrochloride were added to a solution of 1-(3-amino-7-bromoquinolin-4-ylamino)-2-methylpropan-2-ol (22.51 g, 72.6 mmol) in anhydrous toluene (120 mL), and the reaction was heated at reflux for two hours. The solvent was removed under reduced pressure, and the residue was dissolved in dichloromethane and washed with water. The dichloromethane was removed under reduced pressure until a precipitate began to form. Hexanes were added, and the precipitate was isolated by filtration to provide 20.17 g of 1-(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol.
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-dd064fe13c304d048f8985c83af1053f |
| 出典メモ | uspto-grants-2006_08 |