Reaktion #44417

Reaktionsgleichung

(1S)-1,2,3,4-tetrahydronaphthalen-1-amine

1-(6-chloropyrazin-2-yl)-1H-benzimidazole-5-carbonitrile

1-(6-chloropyrazin-2-yl)-1H-benzimidazole-6-carbonitrile

→

1-{6[(1S)-1,2,3,4-tetrahydronaphthalen-1-ylamino]pyrazin-2-yl}-1H-benzimidazole-6-carbonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe product was obtained as a mixture of regioisomers which
2. 2
   Sonstigewere separated by column chromatography

Vorschrift

In an analogous fashion to Example 1, an approximately 1:1 mixture of 1-(6-chloropyrazin-2-yl)-1H-benzimidazole-5-carbonitrile and 1-(6-chloropyrazin-2-yl)-1H-benzimidazole-6-carbonitrile (100 mg, 0.39 mmol) was condensed with (1S)-1,2,3,4-tetrahydronaphthalen-1-amine (69 mg, 0.47 mmol). The product was obtained as a mixture of regioisomers which were separated by column chromatography using dichloromethane-methanol (95:5) as eluant. From the less polar fractions 1-{6[(1S)-1,2,3,4-tetrahydronaphthalen-1-ylamino]pyrazin-2-yl}-1H-benzimidazole-6-carbonitrile was obtained as a yellow semi-solid (26 mg).

Quelle