4-(Bromomethyl)-3-fluorobenzonitrile → HCID 67050091, compound

HRID 1875849Notes

Reaction equation

HRID 1875849 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12](CC3C=CC(CCC(O)=O)=CC=3)[C:11]3[CH:25]=[C:26](F)[C:27](F)=[CH:28][C:10]=3[N:9]=2)=[C:4]([O:31][CH2:32]C2CCCC2)[CH:3]=1.C1(CN2C3C=C(F)C(F)=CC=3N=C2C2C=CC=CC=2OCC2C=CC(C3NN=NN=3)=CC=2F)CCCCC1.Br[CH2:77][C:78]1[CH:85]=[CH:84][C:81]([C:82]#[N:83])=[CH:80][C:79]=1[F:86]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH2:77][C:78]3[CH:85]=[CH:84][C:81]([C:82]#[N:83])=[CH:80][C:79]=3[F:86])[C:10]3[CH:28]=[CH:27][CH:26]=[CH:25][C:11]=3[N:12]=2)=[C:4]([O:31][CH3:32])[CH:3]=1

Participants

4

Reactant 3

HCID 27831494-(Bromomethyl)-3-fluorobenzonitrileHCID 582092583-{4-[2-(4-Chloro-2-cyclopentylmethoxy-phenyl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-phenyl}-propionic acidHCID 178505395HCID 178505395, compound2×

Product 1

HCID 67050091HCID 67050091, compound

Procedure

The title compound was prepared in analogy to Example 19, intermediate b, from 2-(4-chloro-2-methoxy-phenyl)-1H-benzoimidazole (Example 39, intermediate d) and 4-bromomethyl-3-fluoro-benzonitrile (CAS Reg. No. 105942-09-4). Yellow solid (18%). MS (Turbo Spray): m/z=392.4 (M+H).

Sources & evidence

ORD record
ord-f2a00278487a4165aa2f213fc19efa0a
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

Loading…