Реакция #445218

ord-e8f13e031e7b48eb87bad401a8aaf01f

Уравнение реакции

COc1ccc2c(c1)c(CC(=O)O)c(C)n2C(=O)c1ccc(Cl)cc1
1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indol acetic acid
SCc1ccccn1
2-mercaptomethylpyridine
C(=NC1CCCCC1)=NC1CCCCC1
N,N'-dicyclohexyl carbodiimide
COc1ccc2c(c1)c(CC(=O)OSCc1ccccn1)c(C)n2C(=O)c1ccc(Cl)cc1
1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indol acetic acid-2-pyridylmethylthioester

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONAfter the addition of 2.9 g
  2. 2
    ФильтрацияThe precipitated material is filtered off
  3. 3
    workup.DISTILLATIONthe solvent of the resulting solution is distilled in a vacuum

Методика

6.5 g. (0.018 mol.) of 1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indol acetic acid are dissolves in 60 ml. of chloroform. After the addition of 2.9 g. (0.023 mol.) of 2-mercaptomethylpyridine and 4.9 g. (0.023 mol.) of N,N'-dicyclohexyl carbodiimide, the reaction mixture is stirred for 24 hours with the exclusion of moisture. The precipitated material is filtered off and the solvent of the resulting solution is distilled in a vacuum. The resulting residue is subjected to chromatography over a silicic acid gel column using a 1:1-mixture of chloroform and hexane as eluant.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US04464379uspto-grants-1984_08