1H-Imidazole-1-acetic acid, 4-amino-, methyl ester → (4-[2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylamino]-imidazol-1-yl)-acetic acid methyl ester

HRID 553126Notes

Reaction equation

HRID 553126 reaction equation
[CH3:1][O:2][C:3](=[O:11])[CH2:4][N:5]1[CH:9]=[C:8]([NH2:10])[N:7]=[CH:6]1.[F:12][C:13]1[CH:14]=[C:15]([CH2:20][C:21]([NH:23][CH:24]([CH2:28][CH2:29][CH3:30])[C:25](O)=[O:26])=[O:22])[CH:16]=[C:17]([F:19])[CH:18]=1>>[CH3:1][O:2][C:3](=[O:11])[CH2:4][N:5]1[CH:9]=[C:8]([NH:10][C:25](=[O:26])[CH:24]([NH:23][C:21](=[O:22])[CH2:20][C:15]2[CH:16]=[C:17]([F:19])[CH:18]=[C:13]([F:12])[CH:14]=2)[CH2:28][CH2:29][CH3:30])[N:7]=[CH:6]1

Participants

3

Reactant 2

HCID 117894381H-Imidazole-1-acetic acid, 4-amino-, methyl esterHCID 219429862-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid

Product 1

HCID 11582250(4-[2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylamino]-imidazol-1-yl)-acetic acid methyl ester

Procedure

(4-Amino-imidazol-1-yl)-acetic acid methyl ester was coupled with 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid to afford the title compound: C13 NMR (100 MHz, CDCl3) 13.5, 19.1, 33.8, 42.3, 50.3, 53.6, 54.5, 102.2, 102.5, 102.7, 109.9, 112.4, 112.6, 130.0, 131.4, 139.0, 161.9, 164.2, 166.5, 171.4; MS m/z 409.1 (M+1).

Sources & evidence

ORD record
ord-b897a9bc7db64633a560f5cf309b4144
Source dataset
uspto-grants-2011_05
Patent number
US07951958B2

Reaction notes

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