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

HRID 572158ノート

反応式

HRID 572158 の反応式
[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

参加物

8

反応物 4

HCID 702EthanolHCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 178419484HCID 178419484、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-93a526a934024906b1ad99b4fff6a62b
出典データセット
uspto-grants-2015_05
特許番号
US09029388B2

反応ノート

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