2-Bromobenzoic acid → 2-(2-bromo-phenyl)-5,6-difluoro-1H-benzoimidazole

HRID 1875832Notes

Reaction equation

HRID 1875832 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12](CC3C=C(C=CC=3)C(O)=O)[C:11]3[CH:23]=[C:24]([F:28])[C:25]([F:27])=[CH:26][C:10]=3[N:9]=2)=[C:4](OCC2CCCC2)[CH:3]=1.FC1C=C(N)C(N)=CC=1F.[Br:46]C1C=CC=CC=1C(O)=O>>[Br:46][C:4]1[CH:3]=[CH:2][CH:7]=[CH:6][C:5]=1[C:8]1[NH:12][C:11]2[CH:23]=[C:24]([F:28])[C:25]([F:27])=[CH:26][C:10]=2[N:9]=1

Participants

4

Reactant 3

HCID 69402-Bromobenzoic acidHCID 27367551,2-Diamino-4,5-difluorobenzeneHCID 582092763-[2-(4-Chloro-2-cyclopentylmethoxy-phenyl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-benzoic acid

Product 1

HCID 609814922-(2-bromo-phenyl)-5,6-difluoro-1H-benzoimidazole

Procedure

The title compound was prepared in analogy to Example 19, intermediate c, from 4,5-difluoro-benzene-1,2-diamine (CAS Reg. No. 76179-40-3) and 2-bromo-benzoic acid (CAS Reg. No. 88-65-3). Yellow solid (85%). MS (Turbo Spray): m/z=273.0 (M+H).

Sources & evidence

ORD record
ord-9b11b6921c3449f1908e05e20e5ab5d0
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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