5-chloro-3-(2-methoxyphenyl)-3-[2-oxo-2-(4-pyrazine-2-ylpiperazin-1-yl)ethyl]-1,3-dihydro-2H-indol-2-one → 5-chloro-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-3-[2-oxo-2-(4-pyrazine-2-ylpiperazin-1-yl)ethyl]-1,3-dihydro-2H-indol-2-one
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[O:33][CH3:34])[CH2:12][C:13](=[O:26])[N:14]1[CH2:19][CH2:18][N:17]([C:20]2[CH:25]=[N:24][CH:23]=[CH:22][N:21]=2)[CH2:16][CH2:15]1.[CH3:35][O:36][C:37]1[CH:42]=[CH:41][C:40]([S:43](Cl)(=[O:45])=[O:44])=[C:39]([O:47][C:48]([F:51])([F:50])[F:49])[CH:38]=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:43]([C:40]1[CH:41]=[CH:42][C:37]([O:36][CH3:35])=[CH:38][C:39]=1[O:47][C:48]([F:49])([F:50])[F:51])(=[O:45])=[O:44])[C:6](=[O:11])[C:5]2([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[O:33][CH3:34])[CH2:12][C:13](=[O:26])[N:14]1[CH2:15][CH2:16][N:17]([C:20]2[CH:25]=[N:24][CH:23]=[CH:22][N:21]=2)[CH2:18][CH2:19]1Participants
3
Reactant 2
Product 1
Procedure
With 300 mg of 5-chloro-3-(2-methoxyphenyl)-3-[2-oxo-2-(4-pyrazine-2-ylpiperazin-1-yl)ethyl]-1,3-dihydro-2H-indol-2-one, which is the compound described in Composes IV.1 of the brochure Publication No. WO03/008407, and 201 mg of 4-methoxy-2-(trifluoromethoxy)benzene sulfonyl chloride as starting materials, 424 mg of the title compound (pale yellow amorphous) was obtained by a similar method to Example 2.
Sources & evidence
- ORD record
- ord-427a710c3d1a46c3955826c5be6dd0b4
- Source dataset
- uspto-grants-2011_10
- Patent number
- US08030499B2
Reaction notes
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