Water → 7-Bromo-2-ethylpyrazolo[1,5-a]pyridine

HRID 9181ノート

反応式

HRID 9181 の反応式
[CH2:1]([C:3]1[CH:11]=[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1)[CH3:2].CCCCCC.C([Li])CCC.[Br:23]C(Cl)(Cl)C(Br)(Cl)Cl.O>O1CCCC1>[Br:23][C:10]1[N:5]2[N:4]=[C:3]([CH2:1][CH3:2])[CH:11]=[C:6]2[CH:7]=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 962WaterHCID 694261,2-Dibromo-1,1,2,2-tetrachloroethaneHCID 161162612-Ethylpyrazolo[1,5-a]pyridineHCID 178418244HCID 178418244、化合物

生成物 1

HCID 219845107-Bromo-2-ethylpyrazolo[1,5-a]pyridine収率 73.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

After dissolving 2-ethylpyrazolo[1,5-a]pyridine (80 mg) in tetrahydrofuran (1 mL), an n-butyllithiumhexane solution (1.6 M; 0.58 mL) was added dropwise at −78° C. under a nitrogen stream, and the mixture was stirred for 30 minutes. A solution of 1,2-dibromo-1,1,2,2-tetrachloroethane (196 mg) in tetrahydrofuran (0.5 mL) was added to the reaction mixture, and stirring was continued for 30 minutes. The temperature was increased to room temperature, water was added, extraction was performed with ethyl acetate and the organic layer 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 (90 mg) was obtained from the n-hexane:ethyl acetate (20:1) fraction as a light brown oil.

後処理

  1. stirringstirring
  2. waitwas continued for 30 minutes
  3. extractionextraction
  4. washthe organic layer was washed with water and brine
  5. dry with materialAfter drying over anhydrous magnesium sulfate and filtration
  6. concentrationthe solvent was concentrated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-2d57ba5cdf1547dca6908aa7dd81c8e7
出典データセット
uspto-grants-2006_08
特許番号
US07091215B2

反応ノート

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