4-(Bromomethyl)-3-fluorobenzonitrile → HCID 67050044, compound

HRID 1875847Notes

Reaction equation

HRID 1875847 reaction equation
ClC1C=CC(C2N(CC3C=CC(CCC(O)=O)=CC=3)C3C=C(F)C(F)=CC=3N=2)=C(OCC2CCCC2)C=1.C1([CH2:44][N:45]2[C:49]3[CH:50]=[C:51]([F:55])[C:52]([F:54])=[CH:53][C:48]=3[N:47]=[C:46]2[C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=2[O:62][CH2:63]C2C=CC(C3NN=NN=3)=CC=2F)CCCCC1.BrC[C:78]1[CH:85]=[CH:84][C:81]([C:82]#[N:83])=[CH:80][C:79]=1[F:86]>>[F:54][C:52]1[C:51]([F:55])=[CH:50][C:49]2[N:45]([CH2:44][C:78]3[CH:85]=[CH:84][C:81]([C:82]#[N:83])=[CH:80][C:79]=3[F:86])[C:46]([C:56]3[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=3[O:62][CH3:63])=[N:47][C:48]=2[CH:53]=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 67050044HCID 67050044, compound

Procedure

The title compound was prepared in analogy to Example 19, intermediate b, from 5,6-difluoro-2-(2-methoxy-phenyl)-1H-benzoimidazole (Example 34, intermediate d) and 4-bromomethyl-3-fluoro-benzonitrile (CAS Reg. No. 105942-09-4). Blue solid (32%). MS (Turbo Spray): m/z=394.4 (M+H).

Sources & evidence

ORD record
ord-2dda12effceb4e51915d120d0199ebc1
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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