Benzyl Bromide → 1-Benzyl-2-(4-chloro-2-methoxy-phenyl)-5,6-difluoro-1H-benzoimidazole

HRID 1875788Notes

Reaction equation

HRID 1875788 reaction equation
C1(COC2C(C3N(CC4C=CC(CCC(O)=O)=CC=4)C4C=C(F)C(F)=CC=4N=3)=CC=CN=2)CC1.[Cl:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]2[N:46]([CH2:47][CH:48]3[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49]3)[C:45]3[CH:54]=[C:55]([F:59])[C:56]([F:58])=[CH:57][C:44]=3[N:43]=2)=[C:38]([O:60][CH2:61]C2C=CC=CC=2Cl)[CH:37]=1.BrCC1C=CC=CC=1>>[CH2:47]([N:46]1[C:45]2[CH:54]=[C:55]([F:59])[C:56]([F:58])=[CH:57][C:44]=2[N:43]=[C:42]1[C:39]1[CH:40]=[CH:41][C:36]([Cl:35])=[CH:37][C:38]=1[O:60][CH3:61])[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1

Participants

4

Reactant 3

HCID 7498Benzyl BromideHCID 510396793-{4-[2-(2-Cyclopropylmethoxy-pyridin-3-yl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-phenyl}-propionic acidHCID 582092722-[4-Chloro-2-(2-chloro-benzyloxy)-phenyl]-1-cyclohexylmethyl-5,6-difluoro-1H-benzoimidazole2×

Product 1

HCID 670499721-Benzyl-2-(4-chloro-2-methoxy-phenyl)-5,6-difluoro-1H-benzoimidazole

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 bromomethyl-benzene (CAS Reg. No. 100-39-0). Brown sticky solid (81%). MS (Turbo Spray): m/z=385.2 (M+H).

Sources & evidence

ORD record
ord-8aa2601d9cc64d768964c2191d6074e2
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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