2,6-Dimethyl-4-[2-methyl-2-(4-nitro-imidazol-1-yl)-propyl]-morpholine → (S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-N-{1-[2-((2S,6R)-2,6-dimethyl-morpholin-4-yl)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-2-phenyl-acetamide

HRID 505056Notes

Reaction equation

HRID 505056 reaction equation
[CH3:1][CH:2]1[O:7][CH:6]([CH3:8])[CH2:5][N:4]([CH2:9][C:10]([CH3:20])([N:12]2[CH:16]=[C:15]([N+:17]([O-])=O)[N:14]=[CH:13]2)[CH3:11])[CH2:3]1.[F:21][C:22]1[CH:23]=[C:24]([CH2:29][C:30]([NH:32][C@@H:33]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:34](O)=[O:35])=[O:31])[CH:25]=[C:26]([F:28])[CH:27]=1>>[F:21][C:22]1[CH:23]=[C:24]([CH2:29][C:30]([NH:32][C@@H:33]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:34]([NH:17][C:15]2[N:14]=[CH:13][N:12]([C:10]([CH3:20])([CH3:11])[CH2:9][N:4]3[CH2:3][C@@H:2]([CH3:1])[O:7][C@@H:6]([CH3:8])[CH2:5]3)[CH:16]=2)=[O:35])=[O:31])[CH:25]=[C:26]([F:28])[CH:27]=1

Participants

3

Reactant 2

HCID 671640432,6-Dimethyl-4-[2-methyl-2-(4-nitro-imidazol-1-yl)-propyl]-morpholineHCID 68464834(S)-2-(2-(3,5-difluorophenyl)acetamido)-2-phenylacetic acid

Product 1

HCID 68465524(S)-2-[2-(3,5-Difluoro-phenyl)-acetylamino]-N-{1-[2-((2S,6R)-2,6-dimethyl-morpholin-4-yl)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-2-phenyl-acetamide

Procedure

2,6-Dimethyl-4-[2-methyl-2-(4-nitro-imidazol-1-yl)-propyl]-morpholine (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 540 m/z (M+1).

Sources & evidence

ORD record
ord-1f313381ea614a1cb43cf5c34ccc6663
Source dataset
uspto-grants-2010_08
Patent number
US07781435B2

Reaction notes

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