6-bromo-1-pyridin-4-yl-1H-benzoimidazole → 6-[2-(4-Chloro-phenyl)-2H-pyrazol-3-yl]-1-pyridin-4-yl-1H-benzoimidazole

HRID 2202473Notes

Reaction equation

HRID 2202473 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][N:13]=[CH:12][CH:11]=3)[C:6]=2[CH:16]=1.[Cl:17][C:18]1[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>>[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([N:24]2[C:28]([C:2]3[CH:3]=[CH:4][C:5]4[N:9]=[CH:8][N:7]([C:10]5[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=5)[C:6]=4[CH:16]=3)=[CH:27][CH:26]=[N:25]2)=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 834507066-bromo-1-pyridin-4-yl-1H-benzoimidazole2×HCID 900951261-(4-chloro-phenyl)-1H-pyrazol-5-ylboronic acid2×

Product 1

HCID 736718766-[2-(4-Chloro-phenyl)-2H-pyrazol-3-yl]-1-pyridin-4-yl-1H-benzoimidazole

Procedure

The title compound, white solid (50 mg, 37%), MS (ISP) m/z=372.4 [(M+H)+], mp 203° C., was prepared in accordance with the general method of example 1 from 6-bromo-1-pyridin-4-yl-1H-benzoimidazole (intermediate L) (100 mg, 365 μmol) and 1-(4-chloro-phenyl)-1H-pyrazol-5-ylboronic acid (intermediate D) (97.4 mg, 438 μmol).

Sources & evidence

ORD record
ord-ab0dd77f12d646bb835c1840838bca0d
Source dataset
uspto-grants-2016_06
Patent number
US09365550B2

Reaction notes

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