Hydrazine hydrate (1:1) → HCID 178434440、化合物

HRID 62080ノート

反応式

HRID 62080 の反応式
Cl[C:2]1[C:7]([C:8](=O)[CH3:9])=[CH:6][CH:5]=[CH:4][N:3]=1.O.[NH2:12][NH2:13]>C(O)CCC>[CH3:9][C:8]1[C:7]2[C:2](=[N:3][CH:4]=[CH:5][CH:6]=2)[NH:13][N:12]=1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 109426973-Acetyl-2-chloropyridine

生成物 1

HCID 178434440HCID 178434440、化合物収率 72%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

To a solution of 1-(2-Chloropyridin-3-yl)ethanone (III) (0.311 g, 2 mmol) in n-butanol (10 mL) was added hydrazine hydrate (1.45 mL, 30 mmol). The reaction was refluxed overnight. The solution was cooled and the solvent was evaporated under vacuum. The residue was dissolved in DCM and washed successively by water and brine. The organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to give 3-methyl-1H-pyrazolo[3,4-b]pyridine (IV) as a white solid (192 mg, 1.44 mmol, 72% yield). 1H NMR (CDCl3) δ ppm 2.64 (s, 3H), 7.14 (dd, J=8.01, 4.62 Hz, 1H), 8.14 (dd, J=7.54, 1.88 HZ, 1H), 8.59 (dd, J=4.52, 1.32 HZ, 1H), 11.68 (brs, 1H).

後処理

  1. temperatureThe reaction was refluxed overnight
  2. temperatureThe solution was cooled
  3. customthe solvent was evaporated under vacuum
  4. dissolutionThe residue was dissolved in DCM
  5. washwashed successively by water and brine
  6. dry with materialThe organic layers were dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-f0784c782f4f4c3a85bbe4538f84b9de
出典データセット
uspto-grants-2016_09
特許番号
US09446035B2

反応ノート

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