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

HRID 470328노트

반응식

HRID 470328 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3b10dbd18b7e4cf482b7de47818bc2bc
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629147B2

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