Methyl 4-chloro-3-(trifluoromethyl)benzoate → 4-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethoxy}-3-trifluoromethyl-benzoic acid methyl ester

HRID 417090Notes

Reaction equation

HRID 417090 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]([CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[CH2:14][OH:15])[C:11]3[CH:22]=[C:23]([F:27])[C:24]([F:26])=[CH:25][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.[CH3:28][O:29][C:30](=[O:42])[C:31]1[CH:36]=[CH:35][C:34](Cl)=[C:33]([C:38]([F:41])([F:40])[F:39])[CH:32]=1>CCCCCCC.C(OCC)(=O)C>[CH3:28][O:29][C:30](=[O:42])[C:31]1[CH:36]=[CH:35][C:34]([O:15][CH2:14][CH:13]([N:12]2[C:11]3[CH:22]=[C:23]([F:27])[C:24]([F:26])=[CH:25][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:16]2[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]2)=[C:33]([C:38]([F:39])([F:41])[F:40])[CH:32]=1

Participants

4

Reactant 2

HCID 14148738Methyl 4-chloro-3-(trifluoromethyl)benzoateHCID 666193102-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethanol

Product 1

HCID 866398984-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethoxy}-3-trifluoromethyl-benzoic acid methyl ester

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was prepared in analogy to Example 26, intermediate, from 2-[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethanol (Ex. 1, int. c) and 4-chloro-3-trifluoromethyl-benzoic acid methyl ester (commercially available) after a reaction time of 6 h and using a gradient of n-heptane:Ethyl acetate (100:0 to 60:40). White solid (32%). MS (Turbo Spray): m/z=493.3 [M+H].

Sources & evidence

ORD record
ord-308ed7bb101445d78a35c2601e8e4e79
Source dataset
uspto-grants-2012_01
Patent number
US08088930B2

Reaction notes

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