Reaktion #2018693

Reaktionsgleichung

(6-bromo-quinolin-2-yl)-(R)-indan-1-yl-amine

imidazole

2-acetyl-cyclohexanone

potassium carbonate

→

title compound

Ausbeute 57.0%

(6-Imidazol-1-yl-quinolin-2-yl)-(R)-indan-1-yl-amine

Ausbeute 57.0%

Lösungsmittel

water

1-methyl-2-pyrrolidone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate (2×30 ml)
2. 2
   WaschenThe combined organic layers were washed with saturated sodium bi-carbonate solution (2×20 ml) and brine (20 ml)
3. 3
   Trocknendried (MgSO4)
4. 4
   Sonstigeevaporated
5. 5
   SonstigeFurther purification of the crude product by flash chromatography on silica gel (ethyl acetate/heptane)

Vorschrift

A mixture of (6-bromo-quinolin-2-yl)-(R)-indan-1-yl-amine (see example 53, step A) (339 mg, 1.0 mmol), commercially available imidazole (136 mg, 2.0 mmol), copper(I)chloride (10 mg, 0.1 mmol), 2-acetyl-cyclohexanone (35 mg, 0.25 mmol), potassium carbonate (145 mg, 1.05 mmol) and 1-methyl-2-pyrrolidone (1 ml) was heated in a sealed tube at 130° C. for 18 h. The reaction mixture was poured into water (20 ml) and extracted with ethyl acetate (2×30 ml). The combined organic layers were washed with saturated sodium bi-carbonate solution (2×20 ml) and brine (20 ml), dried (MgSO4) and evaporated. Further purification of the crude product by flash chromatography on silica gel (ethyl acetate/heptane) yielded the title compound (186 mg, 57%) as off-white foam.

Quelle