Реакция #7689

ord-e9942dd2878d4dca917c28cc1fed1a55

Уравнение реакции

O=C(O)C=Cc1ccc(F)cc1
4-fluorocinnamic acid
C[C@H](N)c1cccc(N2CCN(c3ccccn3)CC2)c1
(S)-1-[3-(4-pyridin-2-yl-piperazin-1-yl)phenyl]ethylamine
ClCCCl
EDC
CCN(CC)CC
triethylamine
C[C@H](NC(=O)C=Cc1ccc(F)cc1)c1cccc(N2CCN(c3ccccn3)CC2)c1
title compound
Выход 60.4%
C[C@H](NC(=O)C=Cc1ccc(F)cc1)c1cccc(N2CCN(c3ccccn3)CC2)c1
(S)-3-(4-Fluorophenyl)-N-{1-[3-(4-pyridin-2-ylpiperazin-1-yl)phenyl]ethyl}-acrylamide
Выход 60.4%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe reaction mixture was purified by flash chromatography over silica gel with ethyl acetate/hexanes (1:1)

Методика

A solution of 4-fluorocinnamic acid (17 mg, 0.1 mmol), (S)-1-[3-(4-pyridin-2-yl-piperazin-1-yl)phenyl]ethylamine (24 mg, 0.11 mmol), EDC (28 mg, 0.15 mmol), DMAP (12 mg, 0.1 mmol) and triethylamine (40 mg, 0.4 mmol) in dichloromethane (2 ml) was stirred at room temperature for 14 h. The reaction mixture was purified by flash chromatography over silica gel with ethyl acetate/hexanes (1:1) to give the title compound as a solid (26 mg, 60% yield).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07087609B2uspto-grants-2006_08