N-methyl-2-oxoindoline-5-sulfonamide → 2-Oxo-3-[1-[3-(3-piperazin-1-yl-propyl)-4,5,6,7-tetrahydro-1H-indol-2-yl]-meth-(Z)-ylidene]-2,3-dihydro-1H-indole-5-sulfonic acid methylamide

HRID 1836145Notes

Reaction equation

HRID 1836145 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][C:10]2[C:18]3[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=3[NH:12][C:11]=2[CH:19]=O)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH3:21][NH:22][S:23]([C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[NH:31][C:30](=[O:35])[CH2:29]2)(=[O:25])=[O:24]>>[CH3:21][NH:22][S:23]([C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[NH:31][C:30](=[O:35])/[C:29]/2=[CH:19]\[C:11]1[NH:12][C:13]2[CH2:14][CH2:15][CH2:16][CH2:17][C:18]=2[C:10]=1[CH2:9][CH2:8][CH2:7][N:1]1[CH2:2][CH2:3][NH:4][CH2:5][CH2:6]1)(=[O:25])=[O:24]

Participants

3

Reactant 2

HCID 10176909N-methyl-2-oxoindoline-5-sulfonamideHCID 234988213-(3-piperazin-1-yl-propyl)-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde

Product 1

HCID 442993062-Oxo-3-[1-[3-(3-piperazin-1-yl-propyl)-4,5,6,7-tetrahydro-1H-indol-2-yl]-meth-(Z)-ylidene]-2,3-dihydro-1H-indole-5-sulfonic acid methylamide

Procedure

3-(3-Piperazin-1-yl-propyl)-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde (61 mg, 0.22 mmol), prepared as described in Steps 1-3, Example 8 above, was condensed with 5-methylaminosulfonyloxindole (46 mg, 0.2 mmol) following the procedure used in Example 1 to precipitate 24 mg of the desired product as as a yellow solid.

Workup

  1. customto precipitate 24 mg of the desired product as as a yellow solid

Sources & evidence

ORD record
ord-c598d93d8ef04758a2e8ad8ccbef8668
Source dataset
uspto-grants-2004_08
Patent number
US06777417B2

Reaction notes

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