Hydrochloric Acid → 1-(1-ethoxyethyl)-4-(phenylethynyl)-1H-pyrazol-5-amine

HRID 588560ノート

反応式

HRID 588560 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].Cl>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

6

反応物 3

HCID 313Hydrochloric AcidHCID 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 HCl 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 part 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. concentrationconcentrated 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-ef9f629276f14456b361ee7164faf29a
出典データセット
uspto-grants-2016_01
特許番号
US09227976B2

反応ノート

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