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

HRID 9181

반응식

HRID 9181 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2d57ba5cdf1547dca6908aa7dd81c8e7
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091215B2

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