Bromomethylcyclopropane → 1-(3-Chloro-benzyl)-2-(4-chloro-2-cyclopropylmethoxy-phenyl)-5,6-difluoro-1H-benzoimidazole

HRID 1875795Notes

Reaction equation

HRID 1875795 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]2[N:13]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=3)[C:12]3[CH:22]=[C:23]([F:27])[C:24]([F:26])=[CH:25][C:11]=3[N:10]=2)=[C:6]([OH:8])[CH:7]=1.Br[CH2:29][CH:30]1[CH2:32][CH2:31]1>>[Cl:21][C:17]1[CH:16]=[C:15]([CH:20]=[CH:19][CH:18]=1)[CH2:14][N:13]1[C:12]2[CH:22]=[C:23]([F:27])[C:24]([F:26])=[CH:25][C:11]=2[N:10]=[C:9]1[C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][C:6]=1[O:8][CH2:29][CH:30]1[CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 81503BromomethylcyclopropaneHCID 1363784805-chloro-2-[1-(3-chloro-benzyl)-5,6-difluoro-1H-benzoimidazol-2-yl]-phenol

Product 1

HCID 582092851-(3-Chloro-benzyl)-2-(4-chloro-2-cyclopropylmethoxy-phenyl)-5,6-difluoro-1H-benzoimidazole

Procedure

The title compound was prepared in analogy to Example 19, from 5-chloro-2-[1-(3-chloro-benzyl)-5,6-difluoro-1H-benzoimidazol-2-yl]-phenol (Example 53, intermediate a) and bromomethyl-cyclopropane (CAS Reg. No. 7051-34-5). Colorless powder (22%). MS (Turbo Spray): m/z=459.3 (M+H).

Sources & evidence

ORD record
ord-796522e6ed944d0a9f0167a382424b47
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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