2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid → (S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-pyrrolidin-1-ylmethyl-cyclobutyl)-1H-imidazol-4-yl]-amide

HRID 505050Notes

Reaction equation

HRID 505050 reaction equation
[N+:1]([C:4]1[N:5]=[CH:6][N:7]([CH:9]2[CH2:12][CH2:11][CH:10]2[CH2:13][N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:8]=1)([O-])=O.[F:19][C:20]1[CH:21]=[C:22]([CH2:27][C:28]([NH:30][CH:31]([CH2:35][CH2:36][CH3:37])[C:32](O)=[O:33])=[O:29])[CH:23]=[C:24]([F:26])[CH:25]=1>>[N:14]1([CH2:13][CH:10]2[CH2:11][CH2:12][CH:9]2[N:7]2[CH:8]=[C:4]([NH:1][C:32](=[O:33])[C@@H:31]([NH:30][C:28](=[O:29])[CH2:27][C:22]3[CH:23]=[C:24]([F:26])[CH:25]=[C:20]([F:19])[CH:21]=3)[CH2:35][CH2:36][CH3:37])[N:5]=[CH:6]2)[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 219429862-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acidHCID 684612594-Nitro-1-(2-pyrrolidin-1-ylmethyl-cyclobutyl)-1H-imidazole

Product 1

HCID 86611456(S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-pyrrolidin-1-ylmethyl-cyclobutyl)-1H-imidazol-4-yl]-amide

Procedure

4-Nitro-1-(2-pyrrolidin-1-ylmethyl-cyclobutyl)-1H-imidazole was reduced and then coupled with 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 474.6 m/z (M+1).

Sources & evidence

ORD record
ord-e4318e069cf9484e80af39d51542bfb4
Source dataset
uspto-grants-2010_08
Patent number
US07781435B2

Reaction notes

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