Hydrochloric Acid → 2-[5-(6-Chloroquinoxalin-2-yloxy)-2-ethylphenyl]hexahydro-4,7-ethanoindene-1,3-dione

HRID 339467

Reaktionsgleichung

[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][C:4]=1[CH:10]1[C:18](=[O:19])[CH:17]2[CH:12]([CH:13]3[CH2:21][CH2:20][CH:16]2[CH2:15][CH2:14]3)[C:11]1=[O:22])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Cl[C:30]1[CH:39]=[N:38][C:37]2[C:32](=[CH:33][CH:34]=[C:35]([Cl:40])[CH:36]=2)[N:31]=1.Cl>CN(C)C=O.ClCCl>[Cl:40][C:35]1[CH:36]=[C:37]2[C:32](=[CH:33][CH:34]=1)[N:31]=[C:30]([O:9][C:6]1[CH:7]=[CH:8][C:3]([CH2:1][CH3:2])=[C:4]([CH:10]3[C:18](=[O:19])[CH:17]4[CH:12]([CH:13]5[CH2:21][CH2:20][CH:16]4[CH2:15][CH2:14]5)[C:11]3=[O:22])[CH:5]=1)[CH:39]=[N:38]2

Komponenten

Reaktionsbedingungen

Temperatur: 140 °C

Versuchsvorschrift

To a mixture of 2-(2-ethyl-5-hydroxyphenyl)hexahydro-4,7-ethanoindene-1,3-dione (83 mg, 0.28 mmol) and anhydrous potassium carbonate (90 mg, 0.56 mmol) is added a solution of 2,6-dichloroquinoxaline (67 mg, 0.34 mmol) in anhydrous dimethylformamide (2.0 ml), and the mixture is heated at 140° C. for 40 minutes under microwave irradiation. The mixture is acidified with 2M aqueous hydrochloric acid and diluted with dichloromethane then filtered. The organic phase is concentrated under reduced pressure and the residue is purified by preparative reverse phase HPLC to afford 2-[5-(6-chloroquinoxalin-2-yloxy)-2-ethylphenyl]hexahydro-4,7-ethanoindene-1,3-dione.

Aufarbeitung

filtrationthen filtered
concentrationThe organic phase is concentrated under reduced pressure
customthe residue is purified by preparative reverse phase HPLC

Quellen und Nachweise

ORD-Eintrag: ord-b30b327cf88748a5a0b2a419f8867806
Quelldatensatz: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08895474B2

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