3-{4-[2-(2-Cyclopropylmethoxy-pyridin-3-yl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-phenyl}-propionic acid → 3-{4-[2-(4-Chloro-2-methoxy-phenyl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-phenyl}-propionic acid methyl ester

HRID 1875798Notes

Reaction equation

HRID 1875798 reaction equation
C1(COC2C(C3N(CC4C=CC(CCC(O)=O)=CC=4)C4C=C(F)C(F)=CC=4N=3)=CC=CN=2)CC1.[Cl:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]2[N:46]([CH2:47][CH:48]3[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49]3)[C:45]3[CH:54]=[C:55]([F:59])[C:56]([F:58])=[CH:57][C:44]=3[N:43]=2)=[C:38]([O:60][CH2:61]C2C=CC=CC=2Cl)[CH:37]=1.[CH3:69][O:70][C:71](=[O:82])[CH2:72][CH2:73]C1C=CC(CBr)=CC=1>>[CH3:69][O:70][C:71](=[O:82])[CH2:72][CH2:73][C:51]1[CH:52]=[CH:53][C:48]([CH2:47][N:46]2[C:45]3[CH:54]=[C:55]([F:59])[C:56]([F:58])=[CH:57][C:44]=3[N:43]=[C:42]2[C:39]2[CH:40]=[CH:41][C:36]([Cl:35])=[CH:37][C:38]=2[O:60][CH3:61])=[CH:49][CH:50]=1

Participants

4

Reactant 3

HCID 510396793-{4-[2-(2-Cyclopropylmethoxy-pyridin-3-yl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-phenyl}-propionic acidHCID 54283580Methyl 3-[4-(bromomethyl)phenyl]propanoateHCID 582092722-[4-Chloro-2-(2-chloro-benzyloxy)-phenyl]-1-cyclohexylmethyl-5,6-difluoro-1H-benzoimidazole2×

Product 1

HCID 670499633-{4-[2-(4-Chloro-2-methoxy-phenyl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-phenyl}-propionic 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 3-(4-bromomethyl-phenyl)-propionic acid methyl ester (CAS Reg. No. 56607-18-2). Brown sticky solid (75%). MS (Turbo Spray): m/z=471.0 (M+H).

Sources & evidence

ORD record
ord-9dd87673984e48f68a74bfb1cc9a4719
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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