Ethyl 6-bromohexanoate → 6-[2-(4-Chloro-2-methoxy-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-hexanoic acid methyl ester

HRID 1875808Notes

Reaction equation

HRID 1875808 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C:14]3C=CC(CCC(O)=O)=CC=3)[C:11]3[CH:25]=[C:26]([F:30])[C:27]([F:29])=[CH:28][C:10]=3[N:9]=2)=[C:4]([O:31][CH2:32]C2CCCC2)[CH:3]=1.ClC1C=CC(C2N(CC3C=C(C=CC=3)C(O)=O)C3C=C(F)C(F)=CC=3N=2)=C(OCC2CCCC2)C=1.[CH2:73]([O:75][C:76](=[O:83])[CH2:77][CH2:78][CH2:79]CCBr)C>>[CH3:73][O:75][C:76](=[O:83])[CH2:77][CH2:78][CH2:79][CH2:14][CH2:13][N:12]1[C:11]2[CH:25]=[C:26]([F:30])[C:27]([F:29])=[CH:28][C:10]=2[N:9]=[C:8]1[C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[O:31][CH3:32]

Participants

4

Reactant 3

HCID 117544Ethyl 6-bromohexanoateHCID 582092583-{4-[2-(4-Chloro-2-cyclopentylmethoxy-phenyl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-phenyl}-propionic acidHCID 582092763-[2-(4-Chloro-2-cyclopentylmethoxy-phenyl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-benzoic acid2×

Product 1

HCID 670497946-[2-(4-Chloro-2-methoxy-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-hexanoic acid methyl ester

Procedure

The title compound was prepared in analogy to Example 19, intermediate b, from 2-(4-chloro-2-methoxy-phenyl)-5,6-difluoro-1H-benzoimidazole (Example 19, intermediate c) and (6-bromo-hexanoic acid ethyl ester (CAS Reg. No. 25542-62-5). Brown solid (67%). MS (Turbo Spray): m/z=437.2 (M+H).

Sources & evidence

ORD record
ord-2dc260ed1184400cac8b87ec01cd7164
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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