Reaktion #40458

ord-dbeb848e8fc94ab2bca7c131609a2899

Reaktionsgleichung

COc1c(Cl)cc2c([nH]c3cnccc32)c1N
6-chloro-7-methoxy-9H-β-carbolin-8-ylamine
CCN=C=NCCCN(C)C
EDCI
Cc1ncccc1C(=O)O
2-methyl nicotinic acid
COc1c(Cl)cc2c([nH]c3cnccc32)c1NC(=O)c1cccnc1C
desired product
Ausbeute 50.0%
COc1c(Cl)cc2c([nH]c3cnccc32)c1NC(=O)c1cccnc1C
N-(6-chloro-7-methoxy-9H-β-carbolin-8-yl)-2-methyl-nicotinamide
Ausbeute 50.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe pyridine was then removed by rotary evaporation and 5% Na2CO3 solution
  2. 2
    workup.ADDITIONwas added
  3. 3
    SonstigeThe resulting solid that precipitated out
  4. 4
    Filtrationwas collected by filtration
  5. 5
    SonstigeChromatographic purification

Vorschrift

6-chloro-7-methoxy-9H-β-carbolin-8-ylamine (100 mg, 0.4 mmol), EDCI (125 mg, 0.64 mmol) and 2-methyl nicotinic acid (66 mg, 0.48 mmol) were taken in a round-bottom flask and suspended in pyridine (2 ml). The resulting mixture was heated at 80° C. overnight. The pyridine was then removed by rotary evaporation and 5% Na2CO3 solution was added. The resulting solid that precipitated out was collected by filtration. Chromatographic purification gave the desired product in 50-70% yield.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07727985B2uspto-grants-2010_06