2-(4-amino-1H-imidazol-1-yl)-2-(4-fluorophenyl)ethanol → (S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1-(4-fluoro-phenyl)-2-hydroxy-ethyl]-1H-imidazol-4-yl}-amide

HRID 505059Notes

Reaction equation

HRID 505059 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][N:5]([CH:7]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH2:8][OH:9])[CH:6]=1.[F:17][C:18]1[CH:19]=[C:20]([CH2:25][C:26]([NH:28][C@@H:29]([CH2:33][CH2:34][CH3:35])[C:30](O)=[O:31])=[O:27])[CH:21]=[C:22]([F:24])[CH:23]=1>>[F:16][C:13]1[CH:14]=[CH:15][C:10]([CH:7]([N:5]2[CH:6]=[C:2]([NH:1][C:30](=[O:31])[C@@H:29]([NH:28][C:26](=[O:27])[CH2:25][C:20]3[CH:21]=[C:22]([F:24])[CH:23]=[C:18]([F:17])[CH:19]=3)[CH2:33][CH2:34][CH3:35])[N:3]=[CH:4]2)[CH2:8][OH:9])=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 684599352-(4-amino-1H-imidazol-1-yl)-2-(4-fluorophenyl)ethanolHCID 68463604(S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid

Product 1

HCID 16113900(S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1-(4-fluoro-phenyl)-2-hydroxy-ethyl]-1H-imidazol-4-yl}-amide

Procedure

2-(4-amino-1H-imidazol-1-yl)-2-(4-fluorophenyl)ethanol was reduced and coupled with (S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid (U.S. Ser. No. 11/078,898 filed Mar. 11, 2005) to afford the title compound: MS 475 m/z (M+1).

Sources & evidence

ORD record
ord-683be42594d8469584cbe5e35c8876e4
Source dataset
uspto-grants-2010_08
Patent number
US07781435B2

Reaction notes

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