1-(4-trifluoromethyl-phenyl)-1H-pyrazol-5-ylboronic acid → 1-(2,4-Difluoro-phenyl)-6-[2-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-1H-benzoimidazole

HRID 2202467Notes

Reaction equation

HRID 2202467 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][C:11]=3[F:17])[C:6]=2[CH:18]=1.[F:19][C:20]([F:36])([F:35])[C:21]1[CH:26]=[CH:25][C:24]([N:27]2[C:31](B(O)O)=[CH:30][CH:29]=[N:28]2)=[CH:23][CH:22]=1>>[F:17][C:11]1[CH:12]=[C:13]([F:16])[CH:14]=[CH:15][C:10]=1[N:7]1[C:6]2[CH:18]=[C:2]([C:31]3[N:27]([C:24]4[CH:23]=[CH:22][C:21]([C:20]([F:19])([F:35])[F:36])=[CH:26][CH:25]=4)[N:28]=[CH:29][CH:30]=3)[CH:3]=[CH:4][C:5]=2[N:9]=[CH:8]1

Participants

3

Reactant 2

HCID 900952401-(4-trifluoromethyl-phenyl)-1H-pyrazol-5-ylboronic acid2×HCID 900954196-bromo-1-(2,4-difluoro-phenyl)-1H-benzo[d]imidazole2×

Product 1

HCID 736736701-(2,4-Difluoro-phenyl)-6-[2-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-1H-benzoimidazole

Procedure

The title compound, off-white solid (48 mg, 34%), MS (ISP) m/z=441.4 [(M+H)+], mp 129° C., was prepared in accordance with the general method of example 1 from 6-bromo-1-(2,4-difluoro-phenyl)-1H-benzo[d]imidazole (intermediate K) (100 mg, 324 μmol) and 1-(4-trifluoromethyl-phenyl)-1H-pyrazol-5-ylboronic acid (intermediate C) (91.1 mg, 356 μmol).

Sources & evidence

ORD record
ord-31d938aa02f64b948c6c2208d053a447
Source dataset
uspto-grants-2016_06
Patent number
US09365550B2

Reaction notes

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