(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid → (R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid ((S)-1-benzylcarbamoyl-ethyl)-amide

HRID 1040531Notes

Reaction equation

HRID 1040531 reaction equation
[C:1]([C:3]1[CH:30]=[CH:29][C:6]([CH2:7][C@@:8]2([CH3:28])[N:12]3[C:13]([C:16](O)=[O:17])=[CH:14][N:15]=[C:11]3[N:10]([C:19]3[CH:24]=[C:23]([Cl:25])[CH:22]=[C:21]([Cl:26])[CH:20]=3)[C:9]2=[O:27])=[CH:5][CH:4]=1)#[N:2].ClC1C=C(N2C3=NC=C(C(O)=O)N3[C@](C)([CH2:50][C:51]3[CH:56]=[CH:55][C:54](OC(F)(F)F)=[CH:53][CH:52]=3)C2=O)C=C(Cl)C=1>>[CH2:50]([NH:10][C:9]([C@@H:8]([NH:12][C:16]([C:13]1[N:12]2[C@@:8]([CH2:7][C:6]3[CH:29]=[CH:30][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)([CH3:28])[C:9](=[O:27])[N:10]([C:19]3[CH:24]=[C:23]([Cl:25])[CH:22]=[C:21]([Cl:26])[CH:20]=3)[C:11]2=[N:15][CH:14]=1)=[O:17])[CH3:7])=[O:27])[C:51]1[CH:52]=[CH:53][CH:54]=[CH:55][CH:56]=1

Participants

3

Reactant 2

HCID 58430912(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acidHCID 58431229(R)-7-(3,5-Dichloro-phenyl)-5-methyl-6-oxo-5-(4-trifluoromethoxy-benzyl)-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid

Product 1

HCID 58431153(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid ((S)-1-benzylcarbamoyl-ethyl)-amide

Procedure

The following compounds were prepared using procedures similar to those described above using either (R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid or (R)-7-(3,5-Dichloro-phenyl)-5-methyl-6-oxo-5-(4-trifluoromethoxy-benzyl)-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid as a starting material:

Workup

  1. customThe following compounds were prepared

Sources & evidence

ORD record
ord-34a43a1464d94bd5abf631e1e80e3f0d
Source dataset
uspto-grants-2013_10
Patent number
US08552205B2

Reaction notes

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