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

HRID 645476

反応式

HRID 645476 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

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 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).

後処理

  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

出典と根拠

ORDレコード
ord-bc906fac262d4b8783bd1767fc1239b3
出典データセット
uspto-grants-2010_04
特許番号
US07704996B2

関連ノート

読み込み中…