HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,1,1-Trimethoxybutane → 1-(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,1,1-Trimethoxybutane | HCID 123512 | — |
| Edukt | Pyridinium chloride | HCID 10176127 | — |
| Edukt | 1-(3-Amino-7-bromoquinolin-4-ylamino)-2-methylpropan-2-ol | HCID 21984457 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 1-(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol | HCID 21984183 | 76,7% |
Reaktionsschritte
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.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07091214B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-dd064fe13c304d048f8985c83af1053f |
| Quellennotiz | uspto-grants-2006_08 |