Ethyl Acetate → 7-Bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine

HRID 9184

反応式

HRID 9184 の反応式
[Br:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:11][CH3:12])[CH:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.F[B-](F)(F)F.[O:18]=[N+:19]=[O:20].C(OCC)(=O)C>C(#N)C>[Br:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:11][CH3:12])[C:10]([N+:19]([O-:20])=[O:18])=[C:6]2[CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 11073463Nitronium tetrafluoroborateHCID 219845107-Bromo-2-ethylpyrazolo[1,5-a]pyridine

生成物 1

HCID 219844817-Bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine収率 50.8%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

After dissolving 7-bromo-2-ethylpyrazolo[1,5-a]pyridine (1.1 g) in acetonitrile (20 mL), nitronium tetrafluoroborate (1.3 g) was added while stirring on ice, and stirring was continued for 30 minutes. The reaction mixture was added to ice water, extraction was performed with ethyl acetate and the extract was washed with water and brine. After drying over anhydrous magnesium sulfate and filtration, the solvent was concentrated under reduced pressure, the residue was purified by silica gel column chromatography, and the title compound (670 mg) was obtained from the n-hexane:ethyl acetate (10:1) fraction as yellow crystals.

後処理

  1. additionwas added
  2. stirringstirring
  3. washthe extract was washed with water and brine
  4. dry with materialAfter drying over anhydrous magnesium sulfate and filtration
  5. concentrationthe solvent was concentrated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-9dbfc3c4f4ce448e87c72ec2f1ff0d08
出典データセット
uspto-grants-2006_08
特許番号
US07091215B2

関連ノート

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