Ethanol → 3-Bromo-2-ethyl-2H-pyrazolo[4,3-b]pyridine

HRID 572158노트

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HRID 572158 반응식
[CH2:1](O)[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:23][C:24]1[C:28]2=[N:29][CH:30]=[CH:31][CH:32]=[C:27]2[NH:26][N:25]=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1.O.C1(C)C=CC=CC=1>[Br:23][C:24]1[N:25]([CH2:1][CH3:2])[N:26]=[C:27]2[CH:32]=[CH:31][CH:30]=[N:29][C:28]=12

참가 물질

8

반응물 4

HCID 702EthanolHCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 178419484HCID 178419484, 화합물

생성물 1

HCID 867049693-Bromo-2-ethyl-2H-pyrazolo[4,3-b]pyridine

시약·촉매·용매 3

HCID 962Water용매HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

To a solution of ethanol (0.118 ml) and triphenylphosphine (530 mg) in THF (3 ml) was added 3-bromo-1H-pyrazolo[4,3-b]pyridine (200 mg), and the mixture was heated at 50° C. A toluene solution (1.9 M, 1.06 ml) of DIAD was added dropwise at 50° C., and the mixture was stirred for 30 min. The reaction mixture was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (71 mg).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-93a526a934024906b1ad99b4fff6a62b
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029388B2

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