Hydrazine hydrate (1:1) → 1,1-Dimethylethyl 1,4,5,7-tetrahydro-6H-pyrazolo(3,4-c)pyridine-6-carboxylate

HRID 1051507ノート

反応式

HRID 1051507 の反応式
C[N:2]([CH:4]=[C:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][C:6]1=O)C.O.[NH2:20]N>CCO>[NH:20]1[C:6]2[CH2:7][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:9][CH2:10][C:5]=2[CH:4]=[N:2]1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 66861979Tert-butyl 4-[(dimethylamino)methylidene]-3-oxopiperidine-1-carboxylate

生成物 1

HCID 573458321,1-Dimethylethyl 1,4,5,7-tetrahydro-6H-pyrazolo(3,4-c)pyridine-6-carboxylate収率 90%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

To a stirred mixture of tert-butyl 4-((dimethylamino)methylene)-3-oxopiperidine-1-carboxylate (1.0 g, 4 mmol) in EtOH (10 mL) was added hydrazine hydrate (376 mg, 10 mmol). The mixture was stirred at 80° C. for 16 hours until the reaction was shown to be complete by LCMS. The mixture was then concentrated and the residue was extracted with EA (3×30 mL) from water (30 mL). The combined organic extracts were washed with brine (20 mL), dried over anhydrous Na2SO4 and concentrated. The residue was directly for the next step (810 mg, 90% yield). LCMS: 224.1 (M+1), 114.1 (M+1-100), 168.1 (M+1-56).

後処理

  1. concentrationThe mixture was then concentrated
  2. extractionthe residue was extracted with EA (3×30 mL) from water (30 mL)
  3. washThe combined organic extracts were washed with brine (20 mL)
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-c25070fb0b9e4ea4b8fc606ffe67caf7
出典データセット
uspto-grants-2016_07
特許番号
US09388173B2

反応ノート

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