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

HRID 8754ノート

反応式

HRID 8754 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-701f21b2c1d643e889f13cae87e55dcf
出典データセット
uspto-grants-2006_08
特許番号
US07091211B2

反応ノート

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