Piperidine → HCID 178503482、化合物

HRID 624768ノート

反応式

HRID 624768 の反応式
[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

参加物

5

反応物 3

HCID 8082PiperidineHCID 10006HydantoinHCID 58196600HCID 58196600、化合物

生成物 1

HCID 178503482HCID 178503482、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-e3ff4daa481348e3b8658469a53b641e
出典データセット
uspto-grants-2016_04
特許番号
US09303033B2

反応ノート

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