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

HRID 2202454Notes

Reaction equation

HRID 2202454 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([N:23]2[C:27](B(O)O)=[CH:26][CH:25]=[N:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[C:10]1([N:7]2[C:6]3[CH:16]=[C:2]([C:27]4[N:23]([C:17]5[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=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 59436217(1-phenyl-1H-pyrazol-5-yl)boronic acid

Product 1

HCID 736734271-Phenyl-6-(2-phenyl-2H-pyrazol-3-yl)-1H-benzoimidazole

Procedure

The title compound, off-white solid (36 mg, 29%), MS (ISP) m/z=337.3 [(M+H)+], mp 194° C., 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 commercially available 1-phenyl-1H-pyrazol-5-ylboronic acid [CAS No. 1238702-56-1] (89.5 mg, 476 μmol).

Sources & evidence

ORD record
ord-e3d8060a3a9548998c976ffcbf217843
Source dataset
uspto-grants-2016_06
Patent number
US09365550B2

Reaction notes

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