Acetic Acid → 4-Phenyl-2-pyridin-2-yl-2H-pyrazol-3-ylamine

HRID 645476

반응식

HRID 645476 반응식
O[CH:2]=[C:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:4]#[N:5].CC(O)=O.[NH:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)[NH2:17]>CCO>[C:6]1([C:3]2[CH:2]=[N:17][N:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[C:4]=2[NH2:5])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 786452-HydrazinopyridineHCID 907593-Hydroxy-2-phenylacrylonitrile

생성물 1

HCID 687067094-Phenyl-2-pyridin-2-yl-2H-pyrazol-3-ylamine

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

To a solution of 3-hydroxy-2-phenylacrylonitrile (3.4 mmol) in EtOH (6.8 mL) is added AcOH (0.66 mL) and 2-hydrazinopyridine (6.8 mmol) at room temperature. After stirred at 80° C. for 5 h, the reaction mixture is cooling and concentrated in vacuo. The residue is diluted with H2O and extracted with AcOEt. The organic extracts are washed with brine, dried over Na2SO4 and concentrated in vacuo. The resulting residue is triturated with ether to give the title compound; 1H NMR (CDCl3) δ 6.27 (br, 2H), 7.11-7.14 (m, 1H), 7.21-7.25 (m, 1H), 7.40-7.48 (m, 4H), 7.65 (s, 1H), 7.79-7.84 (m, 1H), 8.02 (d, 1H), 8.35-8.37 (m, 1H).

후처리

  1. temperaturethe reaction mixture is cooling
  2. concentrationconcentrated in vacuo
  3. additionThe residue is diluted with H2O
  4. extractionextracted with AcOEt
  5. washThe organic extracts are washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo
  8. customThe resulting residue is triturated with ether

출처 및 근거

ORD 기록
ord-bc906fac262d4b8783bd1767fc1239b3
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07704996B2

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