5'-Amino-4'-chloro-3-methyl-spiro[imidazolidine-4,2'-indane]-2,5-dione → 4'-Chloro-3-methyl-5'-{[2-(2-oxo-3-pyridin-2-yl-2,3-dihydro-1h-benzimidazol-1-yl)acetyl]amino}-spiro[imidazolidine-4,2'-indane]-2,5-dione

HRID 1270411Notes

Reaction equation

HRID 1270411 reaction equation
[NH2:1][C:2]1[C:3]([Cl:18])=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][C:6]1([C:14](=[O:15])[NH:13][C:12](=[O:16])[N:11]1[CH3:17])[CH2:5]2.NC1C=C2[C:26](=[CH:27][C:28]=1Cl)[CH2:25][C:24]1([C:33](=O)[NH:32][C:31](=[O:35])[N:30]1[CH3:36])C2>>[Cl:18][C:3]1[C:2]([NH:1][C:14](=[O:15])[CH2:6][N:32]2[C:33]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[N:30]([C:36]3[CH:8]=[CH:9][CH:10]=[CH:2][N:1]=3)[C:31]2=[O:35])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][C:6]1([C:14](=[O:15])[NH:13][C:12](=[O:16])[N:11]1[CH3:17])[CH2:7]2

Participants

3

Reactant 2

HCID 184493925'-Amino-4'-chloro-3-methyl-spiro[imidazolidine-4,2'-indane]-2,5-dioneHCID 184493935'-Amino-6'-chloro-3-methyl-spiro[imidazolidine-4,2'-indane]-2,5-dione

Product 1

HCID 103242614'-Chloro-3-methyl-5'-{[2-(2-oxo-3-pyridin-2-yl-2,3-dihydro-1h-benzimidazol-1-yl)acetyl]amino}-spiro[imidazolidine-4,2'-indane]-2,5-dione

Procedure

Essentially following the procedures described for Example 93, but using 5′-amino-4′-chloro-3-methyl-spiro[imidazolidine-4,2′-indane]-2,5-dione, enantiomer B, (described in Intermediate 49) in place of 5′-amino-6′-chloro-3-methyl-spiro[imidazolidine-4,2′-indane]-2,5-dione, enantiomer B, the title compound was obtained. MS: m/z=517 (M+1). HRMS: m/z=517.1381; calculated m/z=517.1386 for C26H22ClN6O4.

Sources & evidence

ORD record
ord-936f095dbddc4ad1a06aabccd88929ea
Source dataset
uspto-grants-2007_04
Patent number
US07202251B2

Reaction notes

Loading…