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

HRID 347827

反応式

HRID 347827 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

To a solution of 7-bromo-2-ethylpyrazolo[1,5-a]pyridine (1.1 g) dissolved in acetonitrile (20 mL) was added nitronium tetrafluoroborate (1.3 g) was added thereto while cooling with ice, and the reaction mixture was stirred for 30 minutes. The reaction mixture was then added to ice water, extraction was performed with ethyl acetate, and the organic extract was washed with water and brine. The obtained organic extract was dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography and the title compound (670 mg) was obtained as yellow crystals from the n-hexane:ethyl acetate (10:1) fraction.

後処理

  1. additionwas added
  2. temperaturewhile cooling with ice
  3. extractionthe organic extract
  4. washwas washed with water and brine
  5. extractionThe obtained organic extract
  6. dry with materialwas dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customthe solvent was evaporated under reduced pressure
  9. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-28ff211ff1784c47abb30078df0ce105
出典データセット
uspto-grants-2007_02
特許番号
US07176216B2

関連ノート

読み込み中…