Acetic acid, 2-[4-(bromomethyl)phenoxy]-, methyl ester → (4-{5-Chloro-2-[1-(3-chloro-benzyl)-5,6-difluoro-1H-benzoimidazol-2-yl]-phenoxymethyl}-phenoxy)-acetic acid methyl ester

HRID 1875797Notes

Reaction equation

HRID 1875797 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]2[N:13]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=3)[C:12]3[CH:22]=[C:23]([F:27])[C:24]([F:26])=[CH:25][C:11]=3[N:10]=2)=[C:6]([OH:8])[CH:7]=1.[CH3:28][O:29][C:30](=[O:41])[CH2:31][O:32][C:33]1[CH:38]=[CH:37][C:36]([CH2:39]Br)=[CH:35][CH:34]=1>>[CH3:28][O:29][C:30](=[O:41])[CH2:31][O:32][C:33]1[CH:38]=[CH:37][C:36]([CH2:39][O:8][C:6]2[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[C:9]2[N:13]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=3)[C:12]3[CH:22]=[C:23]([F:27])[C:24]([F:26])=[CH:25][C:11]=3[N:10]=2)=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 67049717Acetic acid, 2-[4-(bromomethyl)phenoxy]-, methyl esterHCID 1363784805-chloro-2-[1-(3-chloro-benzyl)-5,6-difluoro-1H-benzoimidazol-2-yl]-phenol

Product 1

HCID 67049911(4-{5-Chloro-2-[1-(3-chloro-benzyl)-5,6-difluoro-1H-benzoimidazol-2-yl]-phenoxymethyl}-phenoxy)-acetic acid methyl ester

Procedure

The title compound was prepared in analogy to Example 5, intermediate a, from 5-chloro-2-[1-(3-chloro-benzyl)-5,6-difluoro-1H-benzoimidazol-2-yl]-phenol (Example 53, intermediate a) and (4-bromomethyl-phenoxy)-acetic acid methyl ester (CAS Reg. No. 104508-23-8). Brown sticky solid (74%). MS (Turbo Spray): m/z=583.4 (M+H).

Sources & evidence

ORD record
ord-acb4925b46ba44378cb10a0584e498cb
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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