Reaktion #475368

ord-ebb83eaeba70405ca68db5f5be34185b

Reaktionsgleichung

Brc1cccc(Br)c1
1,3-dibromobenzene
c1ccc2c(c1)[nH]c1ccncc12
5H-pyrido[4,3-b]indole
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CS(C)=O
dimethyl sulfoxide
Brc1cccc(-n2c3ccccc3c3cnccc32)c1
5-(3-bromophenyl)-5H-pyrido[4,3-b]indole
Ausbeute 62.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
180°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturby heating
  2. 2
    TemperaturAfter cooling to room temperature
  3. 3
    Sonstigethe insoluble materials were removed by filtration
  4. 4
    Einengenthe filtrate was concentrated under reduced pressure
  5. 5
    Sonstigeto obtain a crude product
  6. 6
    SonstigeThe crude product was purified by column chromatography (carrier: silica gel, eluent: hexane/chloroform)

Vorschrift

Another reaction vessel was charged with 17.2 ml of 1,3-dibromobenzene, 6.0 g of 5H-pyrido[4,3-b]indole, 1.1 g of copper powder, 9.9 g of potassium carbonate, and 0.6 ml of dimethyl sulfoxide, followed by heating and stirring at 180° C. for 4 hours. After cooling to room temperature, 50 ml of chloroform was added thereto, the insoluble materials were removed by filtration and the filtrate was concentrated under reduced pressure to obtain a crude product. The crude product was purified by column chromatography (carrier: silica gel, eluent: hexane/chloroform) to obtain 7.1 g (yield 62%) of 5-(3-bromophenyl)-5H-pyrido[4,3-b]indole as a white powder.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08377573B2uspto-grants-2013_02