Reaktion #44833

Reaktionsgleichung

2-chlorobenzimidazole

racemic 6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ylamine

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title compound

N-(Benzimidazol-2-yl)- 6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ylamine

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe product was isolated from the reaction mixture by preparative LCMS

Vorschrift

The title compound was prepared from 2-chlorobenzimidazole and racemic 6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ylamine (prepared by Procedure B from 1-benzosuberone) by Procedure A (reflux in toluene for 2 days). The product was isolated from the reaction mixture by preparative LCMS to give the title compound as the free base and as a mixture of enantiomers (white solid, mp 203-205° C.). MS(ES+) m/z 278 ([M+1]+, 100). 1NMR (DMSO-d6) δ 1.28-1.39 (m, 1H), 1.65-2.02 (m, 5H), 2.83-2.97 (m, 2H), 5.03 (t, 1H), 6.77-6.89 (m, 2H), 7.05-7.29 (m, 7H), 10.6 (s, 1H).

Quelle