Ethanol → 1,3-dimethyl-6-[4-(2-ethoxycarbonyl-2-phenylethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione

HRID 1032967ノート

反応式

HRID 1032967 の反応式
[C:1]1([CH:7]([CH2:11]Br)[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][N:14]1[C:19]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[CH:18][C:17](=[O:26])[N:16]([CH3:27])[C:15]1=[O:28].[CH2:29](N(CC)CC)[CH3:30].C(O)C>O1CCOCC1>[CH3:13][N:14]1[C:19]([N:20]2[CH2:25][CH2:24][N:23]([CH2:11][CH:7]([C:8]([O:10][CH2:29][CH3:30])=[O:9])[C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:22][CH2:21]2)=[CH:18][C:17](=[O:26])[N:16]([CH3:27])[C:15]1=[O:28]

参加物

6

反応物 4

HCID 702EthanolHCID 8471TriethylamineHCID 2282363-Bromo-2-phenylpropanoic acidHCID 128168731,3-Dimethyl-6-(piperazin-1-yl)pyrimidine-2,4(1H,3H)-dione

生成物 1

HCID 190270851,3-dimethyl-6-[4-(2-ethoxycarbonyl-2-phenylethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

8.1 g of α-phenyl-β-bromopropionic acid and 1,3-dimethyl-6-(1-piperazinyl)-2,4(1H,3H)-pyrimidinedione were dissolved in 90 ml of dioxane, and the solution was stirred at 90° C. for 30 minutes. 12 ml of triethylamine was added to this solution, followed by stirring at 90° C. for 1 hour. Afterward, 60 ml of ethanol was added, and the solution was then heated under reflux for 3 hours. The solvent was distilled off from the reaction solution under reduced pressure, and the resulting residue was then dissolved in chloroform. The obtained solution was washed with water and then dried over anhydrous sodium sulfate. Afterward, the solvent was distilled off under reduced pressure, and the resulting residue was then purified through a silica gel column chromatograph (chloroform), thereby obtaining 4.5 g of 1,3-dimethyl-6-[4-(2-ethoxycarbonyl-2-phenylethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione.

後処理

  1. stirringby stirring at 90° C. for 1 hour
  2. temperaturethe solution was then heated
  3. temperatureunder reflux for 3 hours
  4. distillationThe solvent was distilled off from the reaction solution under reduced pressure
  5. dissolutionthe resulting residue was then dissolved in chloroform
  6. washThe obtained solution was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationAfterward, the solvent was distilled off under reduced pressure
  9. customthe resulting residue was then purified through a silica gel column chromatograph (chloroform)

出典と根拠

ORDレコード
ord-b6179569103d4f128f1949b3660d7bb2
出典データセット
uspto-grants-1994_05
特許番号
US05308848

反応ノート

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