反応 #502096

ord-6dbb113b7c624b0eb8697d1e79e11c69

反応方程式

Clc1ccc(-c2cn3cc(I)ccc3n2)cc1
2-(4-chlorophenyl)-6-iodoimidazo[1,2-a]pyridine
O=Cc1ccc(B(O)O)o1
5-formyl-2-furanboronic acid
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCO
ethanol
O=Cc1ccc(-c2ccc3nc(-c4ccc(Cl)cc4)cn3c2)o1
compound
収率 38.2%
O=Cc1ccc(-c2ccc3nc(-c4ccc(Cl)cc4)cn3c2)o1
5-[2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-6-yl]furan-2-carbaldehyde
収率 38.2%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他degassed with argon
  2. 2
    その他irradiated at 90° C. for 30 min
  3. 3
    温度After cooling
  4. 4
    その他the catalyst is removed by filtration
  5. 5
    洗浄washed with ethyl acetate
  6. 6
    その他The organic phase is separated
  7. 7
    その他dried
  8. 8
    濃縮the filtrate is concentrated under reduced pressure
  9. 9
    その他The residue is purified by silica gel chromatography, elution

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08088765B2uspto-grants-2012_01