Reacción #9571

Ecuación de reacción

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

triethyl orthoformate

pyridine hydrochloride

→

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

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux overnight
3. 3
   ConcentraciónThe reaction mixture was concentrated under reduced pressure
4. 4
   Otrothe residue was purified by HPFC (
5. 5
   Lavadoeluting with chloroform

Procedimiento

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.

Fuente