Ethyl vinyl ether → 1-(1-ethoxyethyl)-4-(phenylethynyl)-1H-pyrazol-5-amine

HRID 1615704ノート

反応式

HRID 1615704 の反応式
[C:1]1([C:7]#[C:8][C:9]2[CH:10]=[N:11][NH:12][C:13]=2[NH:14]C(=O)C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:18]([O:20][CH:21]=[CH2:22])[CH3:19]>C(Cl)Cl.O1CCOCC1>[CH2:18]([O:20][CH:21]([N:12]1[C:13]([NH2:14])=[C:9]([C:8]#[C:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:10]=[N:11]1)[CH3:22])[CH3:19]

参加物

5

反応物 2

HCID 8023Ethyl vinyl etherHCID 86717261N-(4-(phenylethynyl)-1H-pyrazol-5-yl)acetamide

生成物 1

HCID 867172621-(1-ethoxyethyl)-4-(phenylethynyl)-1H-pyrazol-5-amine収率 80.3%

試薬・触媒・溶媒 2

HCID 312751,4-Dioxane触媒HCID 6344Dichloromethane溶媒

反応条件

温度
75 °C

実験手順

A solution of N-(4-(phenylethynyl)-1H-pyrazol-5-yl)acetamide (17.6 g, 78 mmol), ethoxyethene (11.2 mL, 117 mmol) and HO in 1,4-dioxane (1 mL, 4 mmol) in CH2Cl2 (520 mL) was stirred at room temperature for 1 h and concentrated in vacuo. The residue was dissolved in ethanol (260 mL) and 25% aq. NaOH solution (260 mL) and the reaction mixture was heated to 75° C. for 4 h and cooled to room temperature. The ethanol was partly concentrated in vacuo and the resulting solid collected by filtration, washed with water and minimum cold ethanol and dried in vacuo to provide the title compound as a solid (16 g).

後処理

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in ethanol (260 mL)
  3. temperaturecooled to room temperature
  4. concentrationThe ethanol was partly concentrated in vacuo
  5. filtrationthe resulting solid collected by filtration
  6. washwashed with water and minimum cold ethanol
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-afa75d7cf15c4814945104fc3221a326
出典データセット
uspto-grants-2014_07
特許番号
US08765762B2

反応ノート

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