(1-phenyl-1H-pyrazol-5-yl)boronic acid → 1-(4-Fluoro-phenyl)-6-(2-phenyl-2H-pyrazol-3-yl)-1H-benzoimidazole

HRID 2202459Notes

Reaction equation

HRID 2202459 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.[C:18]1([N:24]2[C:28](B(O)O)=[CH:27][CH:26]=[N:25]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[F:16][C:13]1[CH:14]=[CH:15][C:10]([N:7]2[C:6]3[CH:17]=[C:2]([C:28]4[N:24]([C:18]5[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=5)[N:25]=[CH:26][CH:27]=4)[CH:3]=[CH:4][C:5]=3[N:9]=[CH:8]2)=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 59436217(1-phenyl-1H-pyrazol-5-yl)boronic acidHCID 900951396-bromo-1-(4-fluoro-phenyl)-1H-benzo[d]imidazole2×

Product 1

HCID 736734321-(4-Fluoro-phenyl)-6-(2-phenyl-2H-pyrazol-3-yl)-1H-benzoimidazole

Procedure

The title compound, light brown solid (26 mg, 21%), MS (ISP) m/z=355.2 [(M+H)+], mp 194° C., was prepared in accordance with the general method of example 1 from 6-bromo-1-(4-fluoro-phenyl)-1H-benzo[d]imidazole (intermediate G) (100 mg, 344 μmol) and commercially available 1-phenyl-1H-pyrazol-5-ylboronic acid [CAS No. 1238702-56-1] (83.9 mg, 447 μmol).

Sources & evidence

ORD record
ord-dbe6eb45abea43bc85859c6b2aaabe1a
Source dataset
uspto-grants-2016_06
Patent number
US09365550B2

Reaction notes

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