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

HRID 2202461Notes

Reaction equation

HRID 2202461 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([CH3:32])[CH:23]=[CH:22][C:21]([N:24]2[C:28](B(O)O)=[CH:27][CH:26]=[N:25]2)=[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:21]5[CH:22]=[CH:23][C:18]([CH3:32])=[CH:19][CH:20]=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 900950141-p-tolyl-1H-pyrazol-5-ylboronic acid2×HCID 900951396-bromo-1-(4-fluoro-phenyl)-1H-benzo[d]imidazole2×

Product 1

HCID 736735571-(4-Fluoro-phenyl)-6-(2-p-tolyl-2H-pyrazol-3-yl)-1H-benzoimidazole

Procedure

The title compound, light brown foam (78 mg, 61%), MS (ISP) m/z=369.2 [(M+H)+], 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 1-p-tolyl-1H-pyrazol-5-ylboronic acid (intermediate B) (90.2 mg, 447 μmol).

Sources & evidence

ORD record
ord-2ca1cdafc039437699a2ca73315ff7ee
Source dataset
uspto-grants-2016_06
Patent number
US09365550B2

Reaction notes

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