Reaktion #71387

Reaktionsgleichung

8-(3,5-dimethoxy-phenyl)-2-hydroxy-quinoxaline-5-carbonitrile

POCl3

→

title compound

2-Chloro-8-(3,5-dimethoxy-phenyl)-quinoxaline-5-carbonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool to rt
2. 2
   Einengenconcentrated
3. 3
   workup.ADDITIONThe residue was diluted with DCM/NaHCO3 saturated aqueous solution
4. 4
   Extraktionextracted with DCM
5. 5
   WaschenThe organic phase was washed with H2O and brine
6. 6
   Trocknendried (Na2SO4)
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated
9. 9
   SonstigeThe crude product was purified by silica gel column chromatography (Hex/EtOAc, 7:3)

Vorschrift

A mixture of 8-(3,5-dimethoxy-phenyl)-2-hydroxy-quinoxaline-5-carbonitrile (Step 85.5) (100 mg, 0.33 mmol) and POCl3 (1 mL) was stirred at 120° C. for 3 h, allowed to cool to rt and concentrated. The residue was diluted with DCM/NaHCO3 saturated aqueous solution and extracted with DCM. The organic phase was washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The crude product was purified by silica gel column chromatography (Hex/EtOAc, 7:3) to afford 90 mg of the title compound as a yellow solid: ES-MS: 326.1 [M+H]+; tR=5.02 min (System 1); Rf=0.34 (Hex/EtOAc, 7:3).

Quelle