Hydrazine → 1'-(tert-Butoxycarbonyl)-3-oxo-2,3,4,5-tetrahydrospiro[cyclopentapyrazole-6(1H),4'-piperidine]

HRID 8754

반응식

HRID 8754 반응식
C[O:2][C:3]([CH:5]1[CH2:9][CH2:8][C:7]2([CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)[C:6]1=O)=O.[NH2:23][NH2:24]>C1(C)C=CC=CC=1>[C:18]([O:17][C:15]([N:12]1[CH2:13][CH2:14][C:7]2([C:6]3[NH:24][NH:23][C:3](=[O:2])[C:5]=3[CH2:9][CH2:8]2)[CH2:10][CH2:11]1)=[O:16])([CH3:21])([CH3:20])[CH3:19]

참가 물질

4

반응물 2

HCID 9321HydrazineHCID 219838978-tert-Butyl 2-methyl 1-oxo-8-azaspiro[4.5]decane-2,8-dicarboxylate

생성물 1

HCID 219839441'-(tert-Butoxycarbonyl)-3-oxo-2,3,4,5-tetrahydrospiro[cyclopentapyrazole-6(1H),4'-piperidine]수율 61.4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of tert-butyl 2-(methoxycarbonyl)-1-oxo-8-azaspiro[4.5]decane-8-carboxate from Procedure 1, Step F (0.448 g, 1.46 mmol) in toluene (15 mL) was added hydrazine (0.084 mL, 1.72 mmol). The reaction mixture was refluxed for 12 h, concentrated and the residue was purified by flash chromatography eluting with 5% MeOH/dichloromethane and 0.1% triethylamine to give the title compound (0.263 g). MS/EI (acetonitrile/water): m/z 294.3 retention time=2.0 min.

후처리

  1. temperatureThe reaction mixture was refluxed for 12 h
  2. concentrationconcentrated
  3. customthe residue was purified by flash chromatography
  4. washeluting with 5% MeOH/dichloromethane and 0.1% triethylamine

출처 및 근거

ORD 기록
ord-701f21b2c1d643e889f13cae87e55dcf
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091211B2

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