2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid → 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1-(2,2-dimethyl-propyl)-Pyrrolidin-3-yl]-1H-imidazol-4-yl}-amide

HRID 1392486Notes

Reaction equation

HRID 1392486 reaction equation
[CH3:1][C:2]([CH3:16])([CH3:15])[CH2:3][N:4]1[CH2:8][CH2:7][CH:6]([N:9]2[CH:13]=[C:12]([NH2:14])[N:11]=[CH:10]2)[CH2:5]1.[F:17][C:18]1[CH:19]=[C:20]([CH2:25][C:26]([NH:28][CH:29]([CH2:33][CH2:34][CH3:35])[C:30](O)=[O:31])=[O:27])[CH:21]=[C:22]([F:24])[CH:23]=1>>[CH3:1][C:2]([CH3:16])([CH3:15])[CH2:3][N:4]1[CH2:8][CH2:7][CH:6]([N:9]2[CH:13]=[C:12]([NH:14][C:30](=[O:31])[CH: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:11]=[CH:10]2)[CH2:5]1

Participants

3

Reactant 2

HCID 219429862-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acidHCID 671648061-[1-(2,2-Dimethyl-propyl)-pyrrolidin-3-yl]-1H-imidazol-4-ylamine

Product 1

HCID 116485722-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1-(2,2-dimethyl-propyl)-Pyrrolidin-3-yl]-1H-imidazol-4-yl}-amide

Procedure

1-[1-(2,2-Dimethyl-propyl)-pyrrolidin-3-yl]-1H-imidazol-4-ylamine was coupled with 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid to afford the title compound: C13 NMR (100 MHz, CDCl3) 14.0, 18.9, 28.6, 33.0, 33.4, 35.9, 43.1, 53.1, 55.7, 57.3, 63.5, 68.3, 102.6, 102.8, 103.1, 106.6, 112.3, 112.5, 112.6, 132.1, 137.7, 138.8, 161.9, 164.5, 169.1; MS m/z 476.2 (M+1).

Sources & evidence

ORD record
ord-388192a7a5d34db7bd2521bb5e57afc8
Source dataset
uspto-grants-2008_03
Patent number
US07342118B2

Reaction notes

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