تفاعل #80427

ord-358770dc8b62426c8b8107acc0b2f1eb

معادلة التفاعل

Cc1c(SCCNCc2ccccc2)ccnc1CSc1nc2ccccc2[nH]1
2-((3-Methyl-4-(2-benzylaminoethylthio)pyridin-2-yl)methylthio)-1H-benzimidazole
COC(=O)CCl
methyl chloroacetate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COC(=O)CN(CCSc1ccnc(CSc2nc3ccccc3[nH]2)c1C)Cc1ccccc1
2-((3-methyl-4-(2-(N-benzyl-N-methoxycarbonylmethylamino)ethylthio)-2-pyridyl)methylthio)-1H-benzimidazole

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىAfter the completion of the reaction
  2. 2
    workup.DISTILLATIONthe dimethylformamide was distilled away
  3. 3
    استخلاصthe residue was extracted with ethyl acetate
  4. 4
    تجفيفThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  5. 5
    workup.DISTILLATIONthe solvent was distilled away
  6. 6
    أخرىto give an oily product
  7. 7
    أخرىThe oily product was purified by column chromatography

الإجراء التجريبي

2-((3-Methyl-4-(2-benzylaminoethylthio)pyridin-2-yl)methylthio)-1H-benzimidazole (2 g) was dissolved in dimethylformamide and reacted with methyl chloroacetate (0.45 ml) in the presence of potassium carbonate (0.71 g) at 50°-60° C. After the completion of the reaction, the dimethylformamide was distilled away and the residue was extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous magnesium sulfate and the solvent was distilled away to give an oily product. The oily product was purified by column chromatography to give 2-((3-methyl-4-(2-(N-benzyl-N-methoxycarbonylmethylamino)ethylthio)-2-pyridyl)methylthio)-1H-benzimidazole.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05616581uspto-grants-1997_04