Reaktion #44828

Reaktionsgleichung

2-chlorobenzimidazole

racemic 1,2,3,4-tetrahydro-l-naphthylamine

→

title compound

N-(Benzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphthylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe product was isolated from the crude
2. 2
   Sonstigereaction mixture by preparative LCMS

Vorschrift

The title compound was prepared from 2-chlorobenzimidazole and racemic 1,2,3,4-tetrahydro-l-naphthylamine by Procedure A (10 min at 170° C. followed by 15 min at 200° C.). The product was isolated from the crude reaction mixture by preparative LCMS to give the title compound as the free base and as a mixture of enantiomers (white solid, mp 230-234° C.). MS(ES+) m/z 264 ([M+1]+, 100). 1NMR (DMSO-d6) δ 1.73-1.82 (m, 1H), 1.85-1.96 (m, 2H), 2.01-2.09 (m, 1H), 2.70-2.85 (m, 2H), 5.04 (m, 1H), 7.01-7.05 (m, 2H), 7.12-7.28 (m, 5H), 7.33-7.37 (m, 1H), 8.05 (br s, 1H).

Quelle