Reaktion #3598

ord-cd1f0dfdfdae4d4a90baca0886e63208

Reaktionsgleichung

Cc1ccccc1C(=O)Nc1ccc(C(=O)N2Cc3cccn3-c3ccccc32)cc1
2-methyl-N-[4-(pyrrolo[1,2-a]quinoxalin-5(4H)-ylcarbonyl)-phenyl]benzamide
O=C1CCC(=O)N1Cl
N-chlorosuccinimide
Cc1ccccc1C(=O)Nc1ccc(C(=O)N2Cc3ccc(Cl)n3-c3ccccc32)cc1
desired product
Cc1ccccc1C(=O)Nc1ccc(C(=O)N2Cc3ccc(Cl)n3-c3ccccc32)cc1
2-Methyl-N-[4-(1-chloropyrrolo[1,2-a]quinoxalin-5(4H)-ylcarbonyl)phenyl]benzamide

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe bath is removed
  2. 2
    workup.STIRRINGstirring
  3. 3
    workup.WAITcontinued for 2.25 hours
  4. 4
    workup.ADDITIONThe reaction mixture is added to ice-water
  5. 5
    Extraktionextracted with ether
  6. 6
    SonstigeThe organic layer is dried
  7. 7
    Einengenconcentrated in vacuo

Vorschrift

To an ice-water cooled suspension of 5 mmol of 2-methyl-N-[4-(pyrrolo[1,2-a]quinoxalin-5(4H)-ylcarbonyl)-phenyl]benzamide in 5 ml of tetrahydrofuran is added 5.5 mmol of N-chlorosuccinimide followed by continued stirring in the cold for 10 minutes. The bath is removed and stirring continued for 2.25 hours. The reaction mixture is added to ice-water and extracted with ether. The organic layer is dried and concentrated in vacuo to give the desired product as a solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05733905uspto-grants-1998_03