N-methyl-2-oxoindoline-5-sulfonamide → 3-[1-{3-[3-(3,5-Dimethyl-piperazin-1-yl)-3-oxo-propyl]-4,5,6,7-tetrahydro-1h-indol-2-yl}-meth-(z)-ylidene]-2-oxo-2,3-dihydro-1h-indole-5-sulfonic acid methylamide
Reaction equation
[CH3:1][CH:2]1[NH:7][CH:6]([CH3:8])[CH2:5][N:4]([C:9](=[O:23])[CH2:10][CH2:11][C:12]2[C:20]3[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=3[NH:14][C:13]=2[CH:21]=O)[CH2:3]1.[CH3:24][NH:25][S:26]([C:29]1[CH:30]=[C:31]2[C:35](=[CH:36][CH:37]=1)[NH:34][C:33](=[O:38])[CH2:32]2)(=[O:28])=[O:27]>>[CH3:24][NH:25][S:26]([C:29]1[CH:30]=[C:31]2[C:35](=[CH:36][CH:37]=1)[NH:34][C:33](=[O:38])/[C:32]/2=[CH:21]\[C:13]1[NH:14][C:15]2[CH2:16][CH2:17][CH2:18][CH2:19][C:20]=2[C:12]=1[CH2:11][CH2:10][C:9]([N:4]1[CH2:3][CH:2]([CH3:1])[NH:7][CH:6]([CH3:8])[CH2:5]1)=[O:23])(=[O:28])=[O:27]Participants
3
Procedure
3-[3-(3,5-Dimethylpiperazin-1-yl)-3-oxo-propyl]-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde (136 mg, 0.3 mmol) was condensed with 5-methylaminosulfonyloxindole (68 mg, 0.3 mmol) following the same procedure used in Example 1 above to give 3-[1-{3-[3-(3,5-dimethyl-piperazin-1-yl)-3-oxo-propyl]-4,5,6,7-tetrahydro-1H-indol-2-yl}-meth-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indole-5-sulfonic acid methylamide (97 mg, 62% yield).
Sources & evidence
- ORD record
- ord-f99eeb2388fa4f7186990ec6546d50ea
- Source dataset
- uspto-grants-2004_08
- Patent number
- US06777417B2
Reaction notes
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