1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → 2-[2-(3,5-dimethylmorpholino)ethyl]-1H-isoindole-1,3(2H)-dione

HRID 1635644Notes

Reaction equation

HRID 1635644 reaction equation
[Cl-].[CH3:2][CH:3]1[NH2+:8][CH:7]([CH3:9])[CH2:6][O:5][CH2:4]1.Br[CH2:11][CH2:12][N:13]1[C:17](=[O:18])[C:16]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]2[C:14]1=[O:23]>>[CH3:9][CH:7]1[N:8]([CH2:11][CH2:12][N:13]2[C:14](=[O:23])[C:15]3[C:16](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]2=[O:18])[CH:3]([CH3:2])[CH2:4][O:5][CH2:6]1

Participants

3

Reactant 2

HCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 698816853,5-Dimethyl-1,4-oxazinan-4-ium chloride

Product 1

HCID 234412322-[2-(3,5-dimethylmorpholino)ethyl]-1H-isoindole-1,3(2H)-dione

Procedure

The title compound was prepared by a similar method to Preparation 6 from 3,5-dimethyl-1,4-oxazinan-4-ium chloride [see Preparation 10] and N(2-bromoethyl)phthalimide. The crude product was purified by column chromatography on silica gel eluting with a solvent system of 8:1, by volume, hexane:ethyl acetate to afford 2-[2-(3,5-dimethylmorpholino)ethyl]-1H-isoindole-1,3(2H)-dione (455 mg) as an oil.

Workup

  1. customThe crude product was purified by column chromatography on silica gel eluting with a solvent system of 8:1, by volume, hexane

Sources & evidence

ORD record
ord-09785d939cb846a2a41ae257ee578386
Source dataset
uspto-grants-2003_01
Patent number
US06509464B1

Reaction notes

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