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Potassium Carbonate → 2-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]isoindole-1,3-dione

HRID 2082134
Notes
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Reaction equation

HRID 2082134 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:16].[N:17]1[CH:22]=[CH:21][CH:20]=[N:19][C:18]=1[N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.C([O-])([O-])=O.[K+].[K+]>>[N:17]1[CH:22]=[CH:21][CH:20]=[N:19][C:18]=1[N:23]1[CH2:28][CH2:27][N:26]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]2[C:14](=[O:15])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]2=[O:16])[CH2:25][CH2:24]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 887471-(2-Pyrimidinyl)piperazineHCID 93575N-(4-Bromobutyl)phthalimide

Product 1

HCID 104065392-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]isoindole-1,3-dione

Procedure

0.2 mol of 2-(4-bromobutyl)isoindole-1,3(2H)dione and 0.2 mol of 1-(2-pyrimidyl)piperazine are stirred with 0.2 mol of K2CO3 at 120°-130° C. under an atmosphere of N2 overnight. The mixture is then evaporated to dryness. Water is added and the residue is taken up in methylene chloride. After drying the organic solution, it is evaporated to obtain an oil which crystallises on trituration with cyclohexane.

Workup

  1. customThe mixture is then evaporated to dryness
  2. additionWater is added
  3. customAfter drying the organic solution, it
  4. customis evaporated
  5. customto obtain an oil which
  6. customcrystallises on trituration with cyclohexane

Sources & evidence

ORD record
ord-2a27197f4ce74f579f4cf2ad5aae8283
Source dataset
uspto-grants-1993_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05187276

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes