1-(4-Amino-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester → 1-(4-{2-[2-(4-Chloro-phenyl)-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester

HRID 1161347Notes

Reaction equation

HRID 1161347 reaction equation
C(OC(=O)C1C=CC(NC(=O)C(N2C3C=C(F)C(F)=CC=3N=C2C2C=CC(Cl)=CC=2)C2CCCCC2)=CC=1)C.[Cl:40][C:41]1[CH:46]=[CH:45][C:44]([C:47]2[N:51]([CH:52]([CH:56]3[CH2:61][CH2:60][CH2:59][CH2:58][CH2:57]3)[C:53]([OH:55])=O)[C:50]3[CH:62]=[CH:63][CH:64]=[CH:65][C:49]=3[N:48]=2)=[CH:43][CH:42]=1.[CH3:66][O:67][C:68]([C:70]1([O:73][C:74]2[CH:79]=[CH:78][C:77]([NH2:80])=[C:76]([F:81])[CH:75]=2)[CH2:72][CH2:71]1)=[O:69]>>[CH3:66][O:67][C:68]([C:70]1([O:73][C:74]2[CH:79]=[CH:78][C:77]([NH:80][C:53](=[O:55])[CH:52]([N:51]3[C:50]4[CH:62]=[CH:63][CH:64]=[CH:65][C:49]=4[N:48]=[C:47]3[C:44]3[CH:45]=[CH:46][C:41]([Cl:40])=[CH:42][CH:43]=3)[CH:56]3[CH2:61][CH2:60][CH2:59][CH2:58][CH2:57]3)=[C:76]([F:81])[CH:75]=2)[CH2:72][CH2:71]1)=[O:69]

Participants

4

Reactant 3

HCID 671311211-(4-Amino-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl esterHCID 686454934-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-benzoic acid ethyl esterHCID 68645792HCID 68645792, compound

Product 1

HCID 686455691-(4-{2-[2-(4-Chloro-phenyl)-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester

Procedure

The title compound was prepared in analogy to example 22, intermediate d), from [2-(4-chloro-phenyl)-benzoimidazol-1-yl]-cyclohexyl-acetic acid (Ex. 39/40, int. b) and 1-(4-amino-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester to give the product as a light yellow foam (21%).

Sources & evidence

ORD record
ord-5a41b83690514ac8a2ab460bb170c609
Source dataset
uspto-grants-2010_10
Patent number
US07816540B2

Reaction notes

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