Реакция #9571

Уравнение реакции

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

triethyl orthoformate

pyridine hydrochloride

→

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

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Температураwas heated
2. 2
   Температураat reflux overnight
3. 3
   КонцентрированиеThe reaction mixture was concentrated under reduced pressure
4. 4
   Другоеthe residue was purified by HPFC (
5. 5
   Промывкаeluting with chloroform

Методика

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.

Источник