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Hydrazine hydrate (1:1) → HCID 76568135, 화합물

HRID 1728191
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HRID 1728191 반응식
[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9](=[O:30])[C:10]3([CH:15]([C:16]4[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=4[N+:23]([O-])=O)[CH2:14][C:13](=[O:26])[NH:12][CH:11]3[C:27]([CH3:29])=[CH2:28])[C:5]2=[CH:4][CH:3]=1.NN.O>CO.[Ni]>[NH2:23][C:17]1[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:16]=1[CH:15]1[CH2:14][C:13](=[O:26])[NH:12][CH:11]([C:27]([CH3:29])=[CH2:28])[C:10]21[C:5]1[C:6](=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[NH:8][C:9]2=[O:30]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 76567907HCID 76567907, 화합물

생성물 1

HCID 76568135HCID 76568135, 화합물수율 96.1%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

반응 조건

온도
80 °C

실험 절차

The reaction mixture of racemic (2′R,3R,4′S)-6-chloro-4′-(5-chloro-2-nitro-phenyl)-2′-isopropenylspiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (290 mg, 0.65 mmol), Raney Ni (39 mg) and NH2NH2.H2O (320 mg) in methanol was stirred at 80° C. for 0.5 h. The mixture was cooled to 4° C., and concentrated. To the residue were added ethyl acetate (10 mL) and water (10 mL). The organic layer was separated, washed with brine, dried over MgSO4 and concentrated. The residue was purified by column chromatography to give the title compound as a solid (Yield: 260 mg).

후처리

  1. temperatureThe mixture was cooled to 4° C.
  2. concentrationconcentrated
  3. additionTo the residue were added ethyl acetate (10 mL) and water (10 mL)
  4. customThe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated
  8. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-6e422cb4566f4f5f9a8b60d7325f69d6
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07495007B2

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