Reaktion #671083

Reaktionsgleichung

Methanesulfonyl chloride

1-(2-aminoethyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine

→

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

Ausbeute 28.7%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenit was concentrated to dryness
2. 2
   Filtrationfiltered
3. 3
   Sonstigeto provide an off white solid
4. 4
   EinengenThe dichloroethane layer was concentrated
5. 5
   Sonstigeto provide an off white solid
6. 6
   Sonstigerecrystallized from N,N-dimethylformamide

Vorschrift

Methanesulfonyl chloride (1.27 g, 11.1 mmol) was slowly added to a solution of 1-(2-aminoethyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine (3.0 g, 10.6 mmol) in pyridine (60 mL). The reaction was maintained at ambient temperature overnight and then it was concentrated to dryness. The residue was combined with warm dichloroethane and water and then filtered to provide an off white solid. The dichloroethane layer was concentrated to provide an off white solid. The two solids were combined and then recrystallized from N,N-dimethylformamide to provide 1.1 g of N-[2-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)ethyl]methanesulfonamide as a white solid, m.p. 210.0-211.0° C. Analysis: Calculated for C17H23N5O2S: % C, 56.49; % H, 6.41; % N, 19.37; Found: % C, 56.45; % H, 6.49; % N, 19.50.

Quelle