Sodium hydride → HCID 15712518, compound

Participants

Reaction Steps

Sodium hydride (60% dispersion in oil; 28 mg) was added to a stirred solution of 6-fluoro-2,3,4,5-tetrahydro-5-[(phenylmethoxy)methyl]-1H-pyrido[4,3-b]indol-1-one (190 mg) in dry DME (10 ml). The mixture was heated at 50° for 6 h then treated with 4-(chloromethyl)-5-methyl-1-(triphenylmethyl) -1H-imidazole (261 mg) and stirring was continued under nitrogen for 18 h. Water (2 ml) and acetic acid (2 ml) were added and the solution was heated at reflux for 2.5 h. The solution was poured into 8% sodium bicarbonate solution (50 ml) and extracted with dichloromethane (3×25 ml). The combined, dried organic extracts were evaporated to give an oil (ca. 750 mg) which was purified by FCC eluting with System A (200:10:1) to give the title compound (188 mg), t.l.c (System A, 200:10:1) Rf 0.33.

Provenance & Evidence