Piperidine → HCID 178503482, 화합물

HRID 624768노트

반응식

HRID 624768 반응식
[CH:1]1([NH:4][C:5]2[N:10]3[N:11]=[CH:12][C:13]([CH:14]=O)=[C:9]3[N:8]=[C:7]([S:16][CH3:17])[N:6]=2)[CH2:3][CH2:2]1.[NH:18]1[CH2:24][C:22](=[O:23])[NH:21][C:19]1=[O:20].N1CCCCC1>C(O)C>[CH:1]1([NH:4][C:5]2[N:10]3[N:11]=[CH:12][C:13](/[CH:14]=[C:24]4/[C:22](=[O:23])[NH:21][C:19](=[O:20])[NH:18]/4)=[C:9]3[N:8]=[C:7]([S:16][CH3:17])[N:6]=2)[CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 8082PiperidineHCID 10006HydantoinHCID 58196600HCID 58196600, 화합물

생성물 1

HCID 178503482HCID 178503482, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

4-(Cyclopropylamino)-2-(methylthio)pyrazolo[1,5-a][1,3,5]triazine-8-carbaldehyde (1.0 eq, 3.00 g, 12.03 mmol) was suspended in ethanol (40 ml). Hydantoin (1.5 eq, 1.81 g, 18.08 mmol) and piperidine (1.5 eq, 1.78 ml, 18.01 mmol) were added. The mixture was heated at reflux under vigorous magnetic stirring for 3 hours. After cooling of the reaction mixture, the precipitate was filtered, washed with ethanol, then with a mixture of ethanol and water (1:1). After drying in vacuo, (Z)-5-((4-(cyclopropylamino)-2-(methylthio)pyrazolo[1,5-a][1,3,5]triazin-8-yl)methylene)imidazolidine-2,4-dione was isolated as a yellow solid (3.80 g, 95%). LCMS (ES): >85% pure, m/z 332 [M+H]+.

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux under vigorous
  3. temperatureAfter cooling of the reaction mixture
  4. filtrationthe precipitate was filtered
  5. washwashed with ethanol
  6. additionwith a mixture of ethanol and water (1:1)
  7. customAfter drying in vacuo

출처 및 근거

ORD 기록
ord-e3ff4daa481348e3b8658469a53b641e
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303033B2

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