Reaktion #71455

Reaktionsgleichung

SelectFluor

8-(3,5-dimethoxyphenyl)-quinoxaline-5-carboxylic acid ethyl ester

NaHCO3

→

title compound

Ausbeute 46.8%

8-(2-Fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl ester

Ausbeute 46.8%

Lösungsmittel

CH3CN

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to it over 6 h
2. 2
   SonstigeThe aqueous phase was separated
3. 3
   Extraktionextracted with EtOAc
4. 4
   WaschenThe combined organic layers were washed with H2O and brine
5. 5
   Trocknendried (Na2SO4)
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated
8. 8
   SonstigeThe residue was purified by silica gel column chromatography (Hex/EtOAc, 3:2)

Vorschrift

SelectFluor (105 mg, 0.30 mmol) was added to a cold (−5° C.) solution of 8-(3,5-dimethoxyphenyl)-quinoxaline-5-carboxylic acid ethyl ester (Step 115.1) (100 mg, 0.30 mmol) in CH3CN (2 mL), under an argon atmosphere. The reaction mixture was allowed to warm to it over 6 h and stirred at that temperature for additional 12 h and diluted in EtOAc and a saturated aqueous solution of NaHCO3. The aqueous phase was separated and extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel column chromatography (Hex/EtOAc, 3:2) to provide 50 mg of the title compound as an off-white solid. Title compound: ESI-MS: 357.2 [M+H]+; tR=4.58 min (System 1); TLC: Rf=0.24 (Hex/EtOAc, 3:2).

Quelle