HCID 21474190, compound → HCID 21474161, compound

Participants

Reaction Steps

A mixture of 1-(3-(cyclohexen-1-yl)indol-5-yl)-5-methylbenzimidazole (0.110 g, 0.34 mmol), 10% Pd on carbon (0.027 g), and absolute ethanol (2 mL) was shaken under an atmosphere of hydrogen (3 atm) for 72 hours. The resulting reaction mixture was filtered through Celite®, and the filtrate was evaporated under reduced pressure to afford the title compound (0.090 g, 80%) as a dark brown foam. Mp, decomposes 120° C.; 1H NMR (DMSO-d6) d 11.5 (br s, NH), 8.41 (s, 1H), 7.73 (s, 1H), 7.56-7.52 (m, 2H), 7.39 (d, J=8.4 Hz, 1H), 7.27-7.24 (m, 2H), 7.13 (d, J=8.0 Hz, 1H), 2.88-2.75 (m, 1H), 2.45 (s, 3H), 2.10-1.60 (m, 10 H); IR (KBr) 2924, 2851, 1612, 1580, 1492, 1447 cm-1 ; FAB LRMS (m/z, relative intensity) 331 (25), 330 ([MH]+, 100). HRMS calculated for C22 H23N3 : 329.1887. Found: 329.1874.

Provenance & Evidence