Reaktion #1278069

ord-92ad79f2fe8a4cd1ac57133108030a97

Reaktionsgleichung

COC(=O)c1cc(N)cc(C(=O)OC)c1
1,3-dimethyl 5-aminobenzene-1,3-dicarboxylate
Clc1ccc2c(Cl)ccnc2c1
4,7-dichloroquinoline
COC(=O)c1cc(Nc2ccnc3cc(Cl)ccc23)cc(C(=O)OC)c1
expected compound
Ausbeute 78.2%
COC(=O)c1cc(Nc2ccnc3cc(Cl)ccc23)cc(C(=O)OC)c1
1,3-Dimethyl 5-[(7-chloroquinolin-4-yl)amino]benzene-1,3-dicarboxylate
Ausbeute 78.2%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe precipitate was removed by filtration
  2. 2
    Waschenwashed successively with a saturated aqueous solution of NaHCO3, water, ethanol

Vorschrift

1,3-dimethyl 5-aminobenzene-1,3-dicarboxylate (2.09 g, 10 mmol) and 4,7-dichloroquinoline (1.98 g, 1 eq) were refluxed in 200 mL of ethanol for 3 h. The reaction mixture was then cooled to room temperature and the precipitate was removed by filtration and washed successively with a saturated aqueous solution of NaHCO3, water, ethanol and then petroleum ether to yield expected compound as a yellow powder (2.90 g, 78% yield). m/z (ESI) 371.0 [M+H]+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08680095B2uspto-grants-2014_03