반응 #80427

ord-358770dc8b62426c8b8107acc0b2f1eb

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타After the completion of the reaction
  2. 2
    workup.DISTILLATIONthe dimethylformamide was distilled away
  3. 3
    추출the residue was extracted with ethyl acetate
  4. 4
    건조The ethyl acetate layer was dried over anhydrous magnesium sulfate
  5. 5
    workup.DISTILLATIONthe solvent was distilled away
  6. 6
    기타to give an oily product
  7. 7
    기타The oily product was purified by column chromatography

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05616581uspto-grants-1997_04