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

HRID 1875737Notes

Reaction equation

HRID 1875737 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:24]=[CH:25][CH:26]=1)[CH2:5][N:6]1[C:10]2[CH:11]=[C:12]([F:16])[C:13]([F:15])=[CH:14][C:9]=2[N:8]=[C:7]1[C:17]1[C:18]([OH:23])=[N:19][CH:20]=[CH:21][CH:22]=1.[CH3:27][O:28][C:29](=[O:40])[CH2:30][O:31][C:32]1[CH:37]=[CH:36][C:35]([CH2:38]Br)=[CH:34][CH:33]=1>>[CH3:27][O:28][C:29](=[O:40])[CH2:30][O:31][C:32]1[CH:37]=[CH:36][C:35]([CH2:38][O:23][C:18]2[C:17]([C:7]3[N:6]([CH2:5][C:4]4[CH:24]=[CH:25][CH:26]=[C:2]([Cl:1])[CH:3]=4)[C:10]4[CH:11]=[C:12]([F:16])[C:13]([F:15])=[CH:14][C:9]=4[N:8]=3)=[CH:22][CH:21]=[CH:20][N:19]=2)=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 67049717Acetic acid, 2-[4-(bromomethyl)phenoxy]-, methyl esterHCID 1785177073-[1-(3-chloro-benzyl)-5,6-difluoro-1H-benzoimidazol-2-yl]-pyridin-2-ol

Product 1

HCID 67049895(4-{3-[1-(3-Chloro-benzyl)-5,6-difluoro-1H-benzoimidazol-2-yl]-pyridin-2-yloxymethyl}-phenoxy)-acetic acid methyl ester

Procedure

The title compound was prepared in analogy to Example 5, intermediate a, from 3-[1-(3-chloro-benzyl)-5,6-difluoro-1H-benzoimidazol-2-yl]-pyridin-2-ol and (4-bromomethyl-phenoxy)-acetic acid methyl ester (CAS Reg. No. 104508-23-8). Colorless powder (67%). MS (Turbo Spray): m/z=550.1 (M+H).

Sources & evidence

ORD record
ord-892b278ce7e54d3dadbd9292bea55672
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

Loading…