تفاعل #71455

معادلة التفاعل

SelectFluor

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

NaHCO3

→

title compound

المردود 46.8%

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

المردود 46.8%

المذيبات

CH3CN

EtOAc

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto warm to it over 6 h
2. 2
   أخرىThe aqueous phase was separated
3. 3
   استخلاصextracted with EtOAc
4. 4
   غسيلThe combined organic layers were washed with H2O and brine
5. 5
   تجفيفdried (Na2SO4)
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated
8. 8
   أخرىThe residue was purified by silica gel column chromatography (Hex/EtOAc, 3:2)

الإجراء التجريبي

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).

المصدر