تفاعل #71457

معادلة التفاعل

Sulfuryl chloride

8-(2,6-difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl ester

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title compound

المردود 82.7%

8-(2-Chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl ester

المردود 82.7%

المذيبات

CH3CN

CH3CN

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was quenched by addition of a saturated solution of NaHCO3
2. 2
   درجة الحرارةto warm to it
3. 3
   تركيزconcentrated
4. 4
   workup.ADDITIONThe residue was diluted in EtOAc
5. 5
   أخرىThe aqueous phase was separated
6. 6
   استخلاصextracted with EtOAc
7. 7
   غسيلThe combined organic layers were washed with H2O and brine
8. 8
   تجفيفdried (Na2SO4)
9. 9
   ترشيحfiltered
10. 10
    تركيزconcentrated
11. 11
    أخرىThe residue was purified by silica gel column chromatography (Hex/EtOAc, 3:2)

الإجراء التجريبي

Sulfuryl chloride (0.35 mL, 4.33 mmol, 1.1 equiv) in CH3CN (10 mL) was added dropwise to a cold (−30° C.) solution of 8-(2,6-difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl ester (Step 143.1) (1.4 g, 3.93 mmol) in CH3CN (40 mL). The reaction mixture was quenched by addition of a saturated solution of NaHCO3, allowed to warm to it and concentrated. The residue was diluted in EtOAc and a saturated 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 1.27 g of the title compound as a white solid. Title compound: ESI-MS: 391.1 [M+H]+; tR=4.71 min (System 1); TLC: Rf=0.12 (Hex/EtOAc, 3:2).

المصدر