3,5-Difluorophenylacetic acid → 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1-ethyl-Propyl)-1H-imidazol-4-yl]-amide

HRID 1714298Notes

Reaction equation

HRID 1714298 reaction equation
[CH2:1]([CH:3]([N:6]1[CH:10]=[C:9]([NH:11][C:12](=[O:18])[CH:13]([NH2:17])[CH2:14][CH2:15][CH3:16])[N:8]=[CH:7]1)[CH2:4][CH3:5])[CH3:2].[F:19][C:20]1[CH:21]=[C:22]([CH2:27][C:28](O)=[O:29])[CH:23]=[C:24]([F:26])[CH:25]=1>>[CH2:1]([CH:3]([N:6]1[CH:10]=[C:9]([NH:11][C:12](=[O:18])[CH:13]([NH:17][C:28](=[O:29])[CH2:27][C:22]2[CH:21]=[C:20]([F:19])[CH:25]=[C:24]([F:26])[CH:23]=2)[CH2:14][CH2:15][CH3:16])[N:8]=[CH:7]1)[CH2:4][CH3:5])[CH3:2]

Participants

3

Reactant 2

HCID 1454243,5-Difluorophenylacetic acidHCID 671650412-Amino-pentanoic acid [1-(1-ethyl-propyl)-1H-imidazol-4-yl]-amide

Product 1

HCID 116400752-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1-ethyl-Propyl)-1H-imidazol-4-yl]-amide

Procedure

2-Amino-pentanoic acid [1-(1-ethyl-propyl)-1H-imidazol-4-yl]-amide was coupled with (3,5-Difluoro-phenyl)-acetic acid to provide the title compound: C13 NMR (100 MHz, CDCl3) 10.7, 10.8, 13.9, 18.9, 28.8, 36.1, 43.0, 53.0, 62.9, 102.5, 102.7, 103.3, 104.5, 112.3, 112.4, 112.5, 112.6, 132.9, 138.0, 138.9, 161.9, 164.3, 164.5, 169.2, 169.5; MS 407.23 m/z (M+1).

Sources & evidence

ORD record
ord-76cf09ebe34c4f6d9e5dbaf53f11f6f2
Source dataset
uspto-grants-2010_09
Patent number
US07795447B2

Reaction notes

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