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

HRID 588560노트

반응식

HRID 588560 반응식
[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]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 8023Ethyl vinyl etherHCID 86717261N-(4-(phenylethynyl)-1H-pyrazol-5-yl)acetamide

생성물 1

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

시약·촉매·용매 2

HCID 312751,4-Dioxane촉매HCID 6344Dichloromethane용매

반응 조건

온도
75 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ef9f629276f14456b361ee7164faf29a
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227976B2

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