Reaktion #930444

Reaktionsgleichung

Trifluoroacetic acid

1,1-dimethylethyl N-[2-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)ethyl]carbamate

→

2-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)ethaneamine

Ausbeute 81.7%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenit was concentrated under vacuum
2. 2
   workup.DISSOLUTIONThe residue was dissolved in a minimal amount of water
3. 3
   SonstigeThe resulting precipitate was isolated by filtration
4. 4
   Sonstigedried under high vacuum

Vorschrift

Trifluoroacetic acid (100 mL) was added with stirring to a solution of 1,1-dimethylethyl N-[2-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)ethyl]carbamate (30.0 g, 78.2 mmol) in acetonitrile (100 mL). The reaction mixture was maintained at ambient temperature for 24 hours and then it was concentrated under vacuum. The residue was dissolved in a minimal amount of water and the pH of the solution was adjusted to pH 13 using 10% sodium hydroxide. The resulting precipitate was isolated by filtration and dried under high vacuum to provide 18.1 g of 2-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)ethaneamine as an off-white solid, m.p. 196-199° C.

Quelle