1-(1,1-Dimethyl-2-pyrrolidin-1-yl-ethyl)4-nitro-1H-imidazole → (S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-N-[1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-2-phenyl-acetamide

HRID 505055Notes

Reaction equation

HRID 505055 reaction equation
[CH3:1][C:2]([N:10]1[CH:14]=[C:13]([N+:15]([O-])=O)[N:12]=[CH:11]1)([CH3:9])[CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1.[F:18][C:19]1[CH:20]=[C:21]([CH2:26][C:27]([NH:29][C@@H:30]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:31](O)=[O:32])=[O:28])[CH:22]=[C:23]([F:25])[CH:24]=1>>[F:18][C:19]1[CH:20]=[C:21]([CH2:26][C:27]([NH:29][C@@H:30]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:31]([NH:15][C:13]2[N:12]=[CH:11][N:10]([C:2]([CH3:9])([CH3:1])[CH2:3][N:4]3[CH2:8][CH2:7][CH2:6][CH2:5]3)[CH:14]=2)=[O:32])=[O:28])[CH:22]=[C:23]([F:25])[CH:24]=1

Participants

3

Reactant 2

HCID 671651351-(1,1-Dimethyl-2-pyrrolidin-1-yl-ethyl)4-nitro-1H-imidazoleHCID 68464834(S)-2-(2-(3,5-difluorophenyl)acetamido)-2-phenylacetic acid

Product 1

HCID 54582859(S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-N-[1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-2-phenyl-acetamide

Procedure

1-(2-methyl-1-(pyrrolidin-1-yl)propan-2-yl)-4-nitro-1H-imidazole (U.S. Ser. No. 11/078,898 filed Mar. 11, 2005) was reduced and coupled with (S)-2-(2-(3,5-difluorophenyl)acetamido)-2-phenylacetic acid to afford the title compound: MS 496 m/z (M+1).

Sources & evidence

ORD record
ord-02ab8d86954941b890f54c0a6c0b069f
Source dataset
uspto-grants-2010_08
Patent number
US07781435B2

Reaction notes

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