N-[3,3-dimethyl-1-(3-methyl-butyl)-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl]-4-methoxy-benzamide → 2-(4-methoxy-phenyl)-7,7-dimethyl-5-(3-methyl-butyl)-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one

Participants

Reaction Steps

2-(4-Methoxy-phenyl)-7,7-dimethyl-5-(3-methyl-butyl)-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one is prepared from N-[3,3-dimethyl-1-(3-methyl-butyl)-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl]-4-methoxy-benzamide (167 mg) as described in Example 1b using Raney-nickel (25 mg). After aqueous work-up 2-(4-methoxy-phenyl)-7,7-dimethyl-5-(3-methyl-butyl)-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one (120 mg) is obtained by flash chromatography on silica gel eluting with light petroleum/EtOAc (1:1).

Provenance & Evidence