Reaktion #9571

Reaktionsgleichung

5-bromo-N4-(2-methylpropyl)quinoline-3,4-diamine

triethyl orthoformate

pyridine hydrochloride

→

9-bromo-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux overnight
3. 3
   EinengenThe reaction mixture was concentrated under reduced pressure
4. 4
   Sonstigethe residue was purified by HPFC (
5. 5
   Wascheneluting with chloroform

Vorschrift

A mixture of 5-bromo-N4-(2-methylpropyl)quinoline-3,4-diamine (1.0 g, 3.4 mmol), triethyl orthoformate (0.9 mL, 5 mmol), and pyridine hydrochloride (117 mg, 1.0 mmol) in acetonitrile (17 mL) was heated at reflux overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by HPFC (eluting with chloroform:CMA in a gradient from 100:0 to 70:30) to provide 9-bromo-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinoline as a dark oil.

Quelle