Methyl 4-(bromomethyl)benzoate → 4-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-1,1-dimethyl-ethoxymethyl}-benzoic acid methyl ester

HRID 417102Notes

Reaction equation

HRID 417102 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[C:14]([CH3:17])([OH:16])[CH3:15])[C:11]3[CH:24]=[C:25]([F:29])[C:26]([F:28])=[CH:27][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.Br[CH2:31][C:32]1[CH:41]=[CH:40][C:35]([C:36]([O:38][CH3:39])=[O:37])=[CH:34][CH:33]=1>>[CH3:39][O:38][C:36](=[O:37])[C:35]1[CH:40]=[CH:41][C:32]([CH2:31][O:16][C:14]([CH3:15])([CH3:17])[CH:13]([N:12]2[C:11]3[CH:24]=[C:25]([F:29])[C:26]([F:28])=[CH:27][C:10]=3[N:9]=[C:8]2[C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 256687Methyl 4-(bromomethyl)benzoateHCID 666192681-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-1-cyclohexyl-2-methyl-propan-2-ol

Product 1

HCID 666193234-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-1,1-dimethyl-ethoxymethyl}-benzoic acid methyl esterYield 12%

Procedure

The title compound was prepared in analogy to Example 26, intermediate, from 1-[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-1-cyclohexyl-2-methyl-propan-2-ol and methyl 4-(bromomethyl)benzoate (commercially available) to give the desired compound as a white solid (12%). MS (Turbo Spray): m/z=567.3 [M+H].

Sources & evidence

ORD record
ord-049cb003b3cf44a3bcb2f42f79dc72a8
Source dataset
uspto-grants-2012_01
Patent number
US08088930B2

Reaction notes

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