반응 #1929099

ord-3e531f95b682495d934d2f5fe24064c6

반응 방정식

Nc1ccc(S(=O)(=O)N2CCN(C(=O)OCc3ccccc3)CC2)cc1
4-(4-Amino-benzenesulfonyl)-piperazine-1-carboxylic acid benzyl ester
CCN(C(C)C)C(C)C
diisopropylethylamine
C=CC(=O)Cl
acryloyl chloride
C=CC(=O)Nc1ccc(S(=O)(=O)N2CCN(C(=O)OCc3ccccc3)CC2)cc1
title compound
수율 20.0%
C=CC(=O)Nc1ccc(S(=O)(=O)N2CCN(C(=O)OCc3ccccc3)CC2)cc1
4-(4-Acryloylamino-benzenesulfonyl)-piperazine-1-carboxylic acid benzyl ester
수율 20.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The THF was removed under vacuum
  2. 2
    기타the resulting crude material was purified by column chromatography (elution: 20% heptane, 80% ethyl acetate)

실험 절차

4-(4-Amino-benzenesulfonyl)-piperazine-1-carboxylic acid benzyl ester (0.25 g, 0.67 mmol) was dissolved in THF (10 ml). To this was added diisopropylethylamine (0.33 ml, 1.9 mmol) in one portion followed by the drop wise addition of acryloyl chloride (0.06 ml, 0.74 mmol) and the mixture was stirred at room temperature under a nitrogen atmosphere for 3 hours. The THF was removed under vacuum and the resulting crude material was purified by column chromatography (elution: 20% heptane, 80% ethyl acetate) to give the title compound (57 mg, 20% yield) as a white powder.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08946197B2uspto-grants-2015_02