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

HRID 339467

反応式

HRID 339467 の反応式
[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

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 877482,6-DichloroquinoxalineHCID 666778142-(2-Ethyl-5-hydroxyphenyl)hexahydro-4,7-ethanoindene-1,3-dione

生成物 1

HCID 666767212-[5-(6-Chloroquinoxalin-2-yloxy)-2-ethylphenyl]hexahydro-4,7-ethanoindene-1,3-dione

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
140 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-b30b327cf88748a5a0b2a419f8867806
出典データセット
uspto-grants-2014_11
特許番号
US08895474B2

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