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

HRID 1399881노트

반응식

HRID 1399881 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-1086b21b61cd448d97662e8ddeddd0a9
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906900B2

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