Ethylamine → HCID 86628236, compound

HRID 21132Notes

Reaction equation

HRID 21132 reaction equation
[CH:1]([S:3]([O:6][C:7]1[CH:15]=[CH:14][C:13]([C:16]2[N:17]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[C:18]3[C:23]([CH:24]=2)=[CH:22][C:21]([CH2:25][N:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[CH:20][CH:19]=3)=[C:12]2[C:8]=1[CH2:9][NH:10][C:11]2=[O:39])(=[O:5])=[O:4])=[CH2:2].[CH2:40]([NH2:42])[CH3:41]>CO>[CH2:40]([NH:42][CH2:2][CH2:1][S:3]([O:6][C:7]1[CH:15]=[CH:14][C:13]([C:16]2[N:17]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[C:18]3[C:23]([CH:24]=2)=[CH:22][C:21]([CH2:25][N:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[CH:20][CH:19]=3)=[C:12]2[C:8]=1[CH2:9][NH:10][C:11]2=[O:39])(=[O:4])=[O:5])[CH3:41]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 86628237HCID 86628237, compound

Product 1

HCID 86628236HCID 86628236, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Ethenesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (0.0734 g, 0.133 mmol) was dissolved in methanol (1.5 mL), and the solution was added with 70% aqueous ethylamine solution (1.5 mL), followed by stirring at room temperature for 5 hours. The solvent was evaporated under reduced pressure and the residue was purified by thin-layer chromatography (chloroform/methanol=6/1) to obtain 4-[2-(ethylamino)ethanesulfonyloxy]-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (0.0338 g, 43%).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by thin-layer chromatography (chloroform/methanol=6/1)

Sources & evidence

ORD record
ord-38c09a0431ed4c53b9a84c646106aade
Source dataset
uspto-grants-2010_06
Patent number
US07745641B2

Reaction notes

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