Reaktion #502096
ord-6dbb113b7c624b0eb8697d1e79e11c69
Reaktionsgleichung
2-(4-chlorophenyl)-6-iodoimidazo[1,2-a]pyridine
5-formyl-2-furanboronic acid
potassium carbonate
ethanol
→
compound
Ausbeute 38.2%
5-[2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-6-yl]furan-2-carbaldehyde
Ausbeute 38.2%
Edukte
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Sonstigedegassed with argon
- 2Sonstigeirradiated at 90° C. for 30 min
- 3TemperaturAfter cooling
- 4Sonstigethe catalyst is removed by filtration
- 5Waschenwashed with ethyl acetate
- 6SonstigeThe organic phase is separated
- 7Sonstigedried
- 8Einengenthe filtrate is concentrated under reduced pressure
- 9SonstigeThe residue is purified by silica gel chromatography, elution
Vorschrift
300 mg of 2-(4-chlorophenyl)-6-iodoimidazo[1,2-a]pyridine, 118 mg of 5-formyl-2-furanboronic acid, 89 mg of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium, 280 mg of potassium carbonate, 1.5 ml of ethanol and 1 ml of water are placed in a microwave tube and degassed with argon. The tube is placed in a microwave apparatus and irradiated at 90° C. for 30 min. After cooling, the catalyst is removed by filtration and washed with ethyl acetate. The organic phase is separated and dried and the filtrate is concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a dichloromethane/methanol mixture. 104 mg of compound are obtained.