1-(4-Fluorophenyl)imidazole → 1-(4-Fluoro-phenyl)-6-[3-(4-fluoro-phenyl)-3H-imidazol-4-yl]-1H-benzoimidazole

HRID 2202482Notes

Reaction equation

HRID 2202482 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[CH:8][N:7]([C:10]3[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=3)[C:6]=2[CH:17]=1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH:29]=[CH:28][N:27]=[CH:26]2)=[CH:21][CH:20]=1>>[F:16][C:13]1[CH:14]=[CH:15][C:10]([N:7]2[C:6]3[CH:17]=[C:2]([C:29]4[N:25]([C:22]5[CH:21]=[CH:20][C:19]([F:18])=[CH:24][CH:23]=5)[CH:26]=[N:27][CH:28]=4)[CH:3]=[CH:4][C:5]=3[N:9]=[CH:8]2)=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 1408331-(4-Fluorophenyl)imidazoleHCID 900951396-bromo-1-(4-fluoro-phenyl)-1H-benzo[d]imidazole2×

Product 1

HCID 736719851-(4-Fluoro-phenyl)-6-[3-(4-fluoro-phenyl)-3H-imidazol-4-yl]-1H-benzoimidazole

Procedure

The title compound, light brown solid (26 mg, 20%), MS (ISP) m/z=373.5 [(M+H)+], mp 247° C., was prepared in accordance with the general method of example 28 from 6-bromo-1-(4-fluoro-phenyl)-1H-benzo[d]imidazole (intermediate G) (204 mg, 0.7 mmol) and commercially available 1-(4-fluoro-phenyl)-1H-imidazole (56.8 mg, 0.35 mmol).

Sources & evidence

ORD record
ord-19bcb3f855c7412596bf6a50035b168d
Source dataset
uspto-grants-2016_06
Patent number
US09365550B2

Reaction notes

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