2,2-dimethyl-N-[2-methyl-2-(4-nitro-1H-imidazol-1-yl)propyl]propan-1-amine → 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-N-{1-[2-(2,2-dimethyl-propylamino)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-2-pyridin-3-yl-acetamide

HRID 505065Notes

Reaction equation

HRID 505065 reaction equation
[CH3:1][C:2]([N:11]1[CH:15]=[C:14]([N+:16]([O-])=O)[N:13]=[CH:12]1)([CH3:10])[CH2:3][NH:4][CH2:5][C:6]([CH3:9])([CH3:8])[CH3:7].[F:19][C:20]1[CH:21]=[C:22]([CH2:27][C:28]([NH:30][C@@H:31]([C:35]2[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[C:32](O)=[O:33])=[O:29])[CH:23]=[C:24]([F:26])[CH:25]=1>>[F:26][C:24]1[CH:23]=[C:22]([CH2:27][C:28]([NH:30][CH:31]([C:35]2[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[C:32]([NH:16][C:14]2[N:13]=[CH:12][N:11]([C:2]([CH3:10])([CH3:1])[CH2:3][NH:4][CH2:5][C:6]([CH3:9])([CH3:8])[CH3:7])[CH:15]=2)=[O:33])=[O:29])[CH:21]=[C:20]([F:19])[CH:25]=1

Participants

3

Reactant 2

HCID 671640862,2-dimethyl-N-[2-methyl-2-(4-nitro-1H-imidazol-1-yl)propyl]propan-1-amineHCID 68462868(S)-2-(2-(3,5-difluorophenyl)acetamido)-2-(pyridin-3-yl)acetic acid

Product 1

HCID 684632772-[2-(3,5-Difluoro-phenyl)-acetylamino]-N-{1-[2-(2,2-dimethyl-propylamino)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-2-pyridin-3-yl-acetamide

Procedure

2-methyl-N-neopentyl-2-(4-nitro-1H-imidazol-1-yl)propan-1-amine (U.S. Ser. No. 11/078,898 filed Mar. 11, 2005) was reduced and coupled with (S)-2-(2-(3,5-difluorophenyl)acetamido)-2-(pyridin-3-yl)acetic acid to afford the title compound: MS 513 m/z (M+1).

Sources & evidence

ORD record
ord-73f98fa9bf4140c59ef52e6483449aa3
Source dataset
uspto-grants-2010_08
Patent number
US07781435B2

Reaction notes

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