Reacción #9480

Ecuación de reacción

Triethyl orthopropionate

1-(3-amino-7-bromoquinolin-4-ylamino)-2-methylpropan-2-ol

→

1-(7-bromo-2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol

Rendimiento 74.9%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reaction was heated
2. 2
   Temperaturaat reflux for three hours
3. 3
   Otroa precipitate formed
4. 4
   OtroThe precipitate was isolated by filtration
5. 5
   Lavadowashed with toluene
6. 6
   Otroair-dried

Procedimiento

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.

Fuente