Potassium Carbonate → pyridinylpiperazine ethyl-1H-isoindole-1,3(2H)-dione

HRID 470328ノート

反応式

HRID 470328 の反応式
[N:1]1[C:10]2[C:9]3C=CC=C[C:8]=3[CH2:7][CH2:6][C:5]=2[CH:4]=[N:3][C:2]=1[OH:15].Cl[C:17]1[N:26]=[CH:25][C:24]2[CH2:23][CH2:22]C3C=C(OC)C=C[C:20]=3[C:19]=2[N:18]=1.C(=O)([O-])[O-:34].[K+].[K+]>C(#N)C>[CH2:19]([N:3]1[C:2](=[O:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]1=[O:34])[CH3:24].[N:26]1[CH:25]=[CH:24][CH:23]=[CH:22][C:17]=1[N:18]1[CH2:19][CH2:20][NH:1][CH2:10][CH2:5]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 53486023HCID 53486023、化合物HCID 1785175485,6-Dihydrobenzo[h]quinazolin-2-ol

生成物 1

HCID 67058601pyridinylpiperazine ethyl-1H-isoindole-1,3(2H)-dione

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of bromoethyl phthalimide 1 (5 mmol) and 2-pyridyl piperazine 2 (5 mmol) in acetonitrile (10 mL) was added potassium carbonate (0.690 g, 5 mmol) and resulting reaction mixture was stirred under reflux. After completion of the reaction, solvent was removed on rotavap and residue was dissolved in chloroform (20 mL). Then washed with water (5 mL) and saturated sodium bicarbonate solution (5 mL), dried over anhydrous sodium sulfate. Filtered and evaporation of solvent gave pyridinylpiperazine ethyl-1H-isoindole-1,3(2H)-dione. Then dissolved in methanol (10 mL), hydrazine hydrate (0.48 mL, 15 mmol) was added and stirred under reflux to give a precipitate. Filtered, washed with methanol (5 mL) and evaporation of solvent gave 2-(4-pyridin-2-ylpiperazin-1-yl)ethanamine 3 which was used as such in the next step.

後処理

  1. customresulting
  2. customreaction mixture
  3. temperatureunder reflux
  4. customAfter completion of the reaction, solvent
  5. customwas removed on rotavap
  6. dissolutionresidue was dissolved in chloroform (20 mL)
  7. washThen washed with water (5 mL) and saturated sodium bicarbonate solution (5 mL)
  8. dry with materialdried over anhydrous sodium sulfate
  9. filtrationFiltered
  10. customevaporation of solvent

出典と根拠

ORDレコード
ord-3b10dbd18b7e4cf482b7de47818bc2bc
出典データセット
uspto-grants-2014_01
特許番号
US08629147B2

反応ノート

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