6-bromo-1-phenyl-1H-benzo[d]imidazole → 1-Phenyl-6-(2-p-tolyl-2H-pyrazol-3-yl)-1H-benzoimidazole

HRID 2202456Notes

Reaction equation

HRID 2202456 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][CH:13]=[CH:12][CH:11]=3)[C:6]=2[CH:16]=1.[C:17]1([CH3:31])[CH:22]=[CH:21][C:20]([N:23]2[C:27](B(O)O)=[CH:26][CH:25]=[N:24]2)=[CH:19][CH:18]=1>>[C:10]1([N:7]2[C:6]3[CH:16]=[C:2]([C:27]4[N:23]([C:20]5[CH:21]=[CH:22][C:17]([CH3:31])=[CH:18][CH:19]=5)[N:24]=[CH:25][CH:26]=4)[CH:3]=[CH:4][C:5]=3[N:9]=[CH:8]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 202668606-bromo-1-phenyl-1H-benzo[d]imidazole2×HCID 900950141-p-tolyl-1H-pyrazol-5-ylboronic acid2×

Product 1

HCID 736734291-Phenyl-6-(2-p-tolyl-2H-pyrazol-3-yl)-1H-benzoimidazole

Procedure

The title compound, off-white foam (36 mg, 28%), MS (ISP) m/z=351.3 [(M+H)+], was prepared in accordance with the general method of example 1 from 6-bromo-1-phenyl-1H-benzo[d]imidazole (intermediate E) (100 mg, 366 μmol) and 1-p-tolyl-1H-pyrazol-5-ylboronic acid (intermediate B) (96.2 mg, 476 μmol).

Sources & evidence

ORD record
ord-e4e0262fc0c04aa2b2e0513e0905094f
Source dataset
uspto-grants-2016_06
Patent number
US09365550B2

Reaction notes

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