Benzonitrile, 3-(bromomethyl)- → 3-[2-(4-Chloro-2-methoxy-phenyl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-benzonitrile

HRID 1875811Notes

Reaction equation

HRID 1875811 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]3C=C[C:17]([CH2:20][CH2:21]C(O)=O)=[CH:16][CH:15]=3)[C:11]3[CH:25]=[C:26]([F:30])[C:27]([F:29])=[CH:28][C:10]=3[N:9]=2)=[C:4]([O:31][CH2:32]C2CCCC2)[CH:3]=1.ClC1C=CC([C:45]2N(CC3C=C(C=CC=3)C(O)=O)C3C=C(F)C(F)=CC=3[N:46]=2)=C(OCC2CCCC2)C=1.BrCC1C=C(C=CC=1)C#N>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]3[CH:15]=[C:16]([CH:17]=[CH:20][CH:21]=3)[C:45]#[N:46])[C:11]3[CH:25]=[C:26]([F:30])[C:27]([F:29])=[CH:28][C:10]=3[N:9]=2)=[C:4]([O:31][CH3:32])[CH:3]=1

Participants

4

Reactant 3

HCID 97249Benzonitrile, 3-(bromomethyl)-HCID 582092583-{4-[2-(4-Chloro-2-cyclopentylmethoxy-phenyl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-phenyl}-propionic acidHCID 582092763-[2-(4-Chloro-2-cyclopentylmethoxy-phenyl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-benzoic acid2×

Product 1

HCID 670500503-[2-(4-Chloro-2-methoxy-phenyl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-benzonitrile

Procedure

The title compound was prepared in analogy to Example 19, intermediate b, from 2-(4-chloro-2-methoxy-phenyl)-5,6-difluoro-1H-benzoimidazole (Example 19, intermediate c) and 3-bromomethyl-benzonitrile (CAS Reg. No. 28188-41-2). Brown solid (72%). MS (Turbo Spray): m/z=410.2 (M+H).

Sources & evidence

ORD record
ord-bef4e7ce1c3f447ab8ddf18c27124c56
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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