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Ethyl orthopropionate → 1-(7-bromo-2-ethyl-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 | Ethyl orthopropionate | HCID 66995 | — |
| 反応物 | 1-(3-Amino-7-bromoquinolin-4-ylamino)-2-methylpropan-2-ol | HCID 21984457 | — |
| 触媒 | Pyridinium chloride | HCID 10176127 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 1-(7-bromo-2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol | HCID 21984220 | 74.9% |
反応手順
Triethyl orthopropionate (12.9 g, 73.2 mmol) and pyridine hydrochloride (220 mg) were added to a solution of 1-(3-amino-7-bromoquinolin-4-ylamino)-2-methylpropan-2-ol (22.1 g, 70.6 mmol) in anhydrous toluene (300 mL), and the reaction was heated at reflux for three hours. The reaction was allowed to cool to ambient temperature and stand overnight; a precipitate formed. The precipitate was isolated by filtration, washed with toluene, and air-dried to provide 18.42 g of 1-(7-bromo-2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol as beige crystals.
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-02ae989cd742463bb79e291df0179b6e |
| 出典メモ | uspto-grants-2006_08 |