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(Bromomethyl)cyclopentane → 1-(3-Chloro-benzyl)-2-(4-chloro-2-cyclopentylmethoxy-phenyl)-5,6-difluoro-1H-benzoimidazole

HRID 1875794
Notes
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Reaction equation

HRID 1875794 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[CH2:34][CH2:33][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[CH2:34][CH2:33][CH2:32][CH2:31]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 12723264(Bromomethyl)cyclopentaneHCID 1363784805-chloro-2-[1-(3-chloro-benzyl)-5,6-difluoro-1H-benzoimidazol-2-yl]-phenol

Product 1

HCID 582092711-(3-Chloro-benzyl)-2-(4-chloro-2-cyclopentylmethoxy-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-cyclopentane (CAS Reg. No. 3814-30-0). Colorless powder (29%). MS (Turbo Spray): m/z=487.1 (M+H).

Sources & evidence

ORD record
ord-ff18b09c71914045b25463f8d77975be
Source dataset
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08309581B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes