Reaktion #833710

Reaktionsgleichung

N-hydroxysuccinimidoiminobiotin

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

pyridine

pyridine

→

N1-[2-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)ethyl]-5-(2-iminoperhydrothieno[3,4-d]imidazol-4-yl)pentanamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated to dryness
2. 2
   SonstigeThe residue was partitioned between dichloromethane and aqueous saturated potassium carbonate
3. 3
   TrocknenThe organic layer was dried over magnesium sulfate
4. 4
   Einengenconcentrated to dryness
5. 5
   SonstigeThe residue was recrystallized from ethanol

Vorschrift

A solution of N-hydroxysuccinimidoiminobiotin (0.74 g, 1.76 mmol) in pyridine (10 mL) was slowly added to a solution of 1-(2-aminoethyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine (0.50 g, 1.76 mmol) in pyridine (30 mL). The reaction was maintained at ambient temperature overnight and then concentrated to dryness. The residue was partitioned between dichloromethane and aqueous saturated potassium carbonate. The organic layer was dried over magnesium sulfate and then concentrated to dryness. The residue was recrystallized from ethanol to provide 0.5 g of N1-[2-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)ethyl]-5-(2-iminoperhydrothieno[3,4-d]imidazol-4-yl)pentanamide as a solid, m.p. 95-96° C. High resolution mass spec: Theoretical mass=508.2733, Measured mass=508.2723.

Quelle