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

HRID 82060ノート

反応式

HRID 82060 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, 3 H), 7.14 (dd, J=8.01, 4.62 Hz, 1 H), 8.14 (dd, J=7.54, 1.88 HZ, 1 H), 8.59 (dd, J=4.52, 1.32 HZ, 1 H), 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-603cca0bb7cf4f29981d7328d9d62965
出典データセット
uspto-grants-2014_09
特許番号
US08846714B2

反応ノート

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