تفاعل #502096

ord-6dbb113b7c624b0eb8697d1e79e11c69

معادلة التفاعل

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
المردود 38.2%
O=Cc1ccc(-c2ccc3nc(-c4ccc(Cl)cc4)cn3c2)o1
5-[2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-6-yl]furan-2-carbaldehyde
المردود 38.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىdegassed with argon
  2. 2
    أخرىirradiated at 90° C. for 30 min
  3. 3
    درجة الحرارةAfter cooling
  4. 4
    أخرىthe catalyst is removed by filtration
  5. 5
    غسيلwashed with ethyl acetate
  6. 6
    أخرىThe organic phase is separated
  7. 7
    أخرىdried
  8. 8
    تركيزthe filtrate is concentrated under reduced pressure
  9. 9
    أخرىThe residue is purified by silica gel chromatography, elution

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08088765B2uspto-grants-2012_01