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

HRID 1522566ノート

反応式

HRID 1522566 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-3aead7e3af944aacb7c1b09d00ba84ca
出典データセット
uspto-grants-2015_07
特許番号
US09073918B2

反応ノート

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