Hydrazine → 7-chloro-6-fluoro-1H-pyrazolo[4,3-b]pyridine

HRID 1522566노트

반응식

HRID 1522566 반응식
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([CH:9]=O)[C:3]=1F.[NH2:12][NH2:13]>CCCCO>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]2[CH:9]=[N:12][NH:13][C:3]=12

참가 물질

4

반응물 2

HCID 9321HydrazineHCID 848197844-Chloro-3,5-difluoropicolinaldehyde

생성물 1

HCID 674705117-chloro-6-fluoro-1H-pyrazolo[4,3-b]pyridine

시약·촉매·용매 1

HCID 2631-Butanol용매

반응 조건

온도
110 °C

실험 절차

To a solution of 4-chloro-3,5-difluoropicolinaldehyde (533 mg, 3.0 mmol) in n-BuOH (15 mL) was added hydrazine (0.113 mL, 3.60 mmol) and the reaction was heated at 110° C. for 22 hours. The reaction mixture was cooled, concentrated and the residue was dissolved in EtOAc (100 mL) and washed with saturated Na2CO3 solution, dried over Na2SO4, and evaporated to give a residue which was purified by silica gel column chromatography eluted with hexanes/EtOAc (0-100%) to give the title compound. MS [M+H] found 172.0.

후처리

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated
  3. dissolutionthe residue was dissolved in EtOAc (100 mL)
  4. washwashed with saturated Na2CO3 solution
  5. dry with materialdried over Na2SO4
  6. customevaporated
  7. customto give a residue which
  8. customwas purified by silica gel column chromatography
  9. washeluted with hexanes/EtOAc (0-100%)

출처 및 근거

ORD 기록
ord-3aead7e3af944aacb7c1b09d00ba84ca
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073918B2

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