Réaction #502096

Équation de réaction

2-(4-chlorophenyl)-6-iodoimidazo[1,2-a]pyridine

5-formyl-2-furanboronic acid

potassium carbonate

ethanol

→

compound

Rendement 38.2%

5-[2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-6-yl]furan-2-carbaldehyde

Rendement 38.2%

Solvants

water

Conditions de réaction

Traitement

1. 1
   Autredegassed with argon
2. 2
   Autreirradiated at 90° C. for 30 min
3. 3
   TempératureAfter cooling
4. 4
   Autrethe catalyst is removed by filtration
5. 5
   Lavagewashed with ethyl acetate
6. 6
   AutreThe organic phase is separated
7. 7
   Autredried
8. 8
   Concentrationthe filtrate is concentrated under reduced pressure
9. 9
   AutreThe residue is purified by silica gel chromatography, elution

Mode opératoire

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.

Source