Hydrazine hydrate (1:1) → HCID 178434440, 화합물

HRID 82060노트

반응식

HRID 82060 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 178434440HCID 178434440, 화합물수율 72%

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-603cca0bb7cf4f29981d7328d9d62965
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846714B2

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