2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-propionic acid → (S)-2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-N-{1-[2-(2-ethoxy-ethylamino)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-propionamide

HRID 505052Notes

Reaction equation

HRID 505052 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][NH:6][CH2:7][C:8]([CH3:18])([N:10]1[CH:14]=[C:13]([N+:15]([O-])=O)[N:12]=[CH:11]1)[CH3:9])[CH3:2].[F:19][C:20]1[CH:21]=[C:22]2[C:27](=[C:28]([F:30])[CH:29]=1)[CH2:26][CH:25]([NH:31][CH:32]([CH3:36])[C:33](O)=[O:34])[CH2:24][CH2:23]2>>[F:19][C:20]1[CH:21]=[C:22]2[C:27](=[C:28]([F:30])[CH:29]=1)[CH2:26][CH:25]([NH:31][C@@H:32]([CH3:36])[C:33]([NH:15][C:13]1[N:12]=[CH:11][N:10]([C:8]([CH3:18])([CH3:9])[CH2:7][NH:6][CH2:5][CH2:4][O:3][CH2:1][CH3:2])[CH:14]=1)=[O:34])[CH2:24][CH2:23]2

Participants

3

Reactant 2

HCID 684617602-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-propionic acidHCID 68462404HCID 68462404, compound

Product 1

HCID 16114005(S)-2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-N-{1-[2-(2-ethoxy-ethylamino)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-propionamide

Procedure

(2-Ethoxy-ethyl)-[2-methyl-2-(4-nitro-imidazol-1-yl)-propyl]-amine was reduced and then coupled with 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-propionic acid to afford the title compound: MS 464.6 m/z (M+1).

Sources & evidence

ORD record
ord-1ce993cb29d24f6fbca912425d17c789
Source dataset
uspto-grants-2010_08
Patent number
US07781435B2

Reaction notes

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