3-Ethoxy-2-propenenitrile → 1-(4-FLUORO-PHENYL)-1H-PYRAZOL-3-AMINE

HRID 1260310노트

반응식

HRID 1260310 반응식
CC(C)([O-])C.[K+].Cl.[F:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][NH2:16])=[CH:11][CH:10]=1.C(O[CH:20]=[CH:21][C:22]#[N:23])C>C(O)(C)(C)C>[F:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH:20]=[CH:21][C:22]([NH2:23])=[N:16]2)=[CH:11][CH:10]=1

참가 물질

5

반응물 3

HCID 436013-Ethoxy-2-propenenitrileHCID 699814-Fluorophenylhydrazine hydrochlorideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 136269441-(4-FLUORO-PHENYL)-1H-PYRAZOL-3-AMINE수율 44%

시약·촉매·용매 1

HCID 6386tert-Butanol용매2회

실험 절차

To a hot solution of potassium tert-butoxide (2.54 g, 23 mmol) in tert-butanol (30 ml) was added 4-fluorophenylhydrazine hydrochloride (1.67 g, 10 mmol). After cooling to ambient temperature, a solution of 3-ethoxyacrylonitrile (1.0 g, 10 mmol) in tert-butanol (5 ml) was added and the mixture was refluxed for 3 h. After cooling to ambient temperature, the solvent was evaporated. The residue was dissolved in ethyl acetate and extracted with water. The organic phases were combined, dried and evaporated. Silica gel chromatography using a heptane/ethyl acetate gradient yielded the amine as orange solid (0.78 g, 42%).

후처리

  1. temperaturethe mixture was refluxed for 3 h
  2. temperatureAfter cooling to ambient temperature
  3. customthe solvent was evaporated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. extractionextracted with water
  6. customdried
  7. customevaporated

출처 및 근거

ORD 기록
ord-d2cd1d3783a4494295c35788f6a43f8a
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08470820B2

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