HCID 23155763, compound → HCID 23155837, compound

HRID 1714802Notes

Reaction equation

HRID 1714802 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([N:24]([CH3:26])[CH3:25])[CH:22]=3)[CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>C(O)C.[H][H].[Pd]>[CH3:25][N:24]([CH3:26])[C:21]1[CH:22]=[C:23]2[C:18]([CH:17]=[CH:16][N:15]=[C:14]2[N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:19][CH:20]=1

Participants

5

Reactant 1

HCID 23155763HCID 23155763, compound

Product 1

HCID 23155837HCID 23155837, compoundYield 25%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

After dissolving 250 mg of 1-(4-benzylpiperazin-1-yl)-7-dimethylaminoisoquinoline as synthesized in above Step 2 in 20 ml of ethanol, 50 mg of 10% palladium-on carbon was added to the solution. This mixture was stirred for 16 hours at room temperature in hydrogen atmosphere. The insoluble matter was removed by filtration and the solvent was distilled off under reduced pressure. The residue was purified on silica gel column chromatography (methanol:chloroform=1:9) to provide 46 mg (25%) of 7-dimethylamino-1-piperazin-1-ylisoquinoline.

Workup

  1. customThe insoluble matter was removed by filtration
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe residue was purified on silica gel column chromatography (methanol:chloroform=1:9)

Sources & evidence

ORD record
ord-03e2ee166e7540d3b755f3481d972704
Source dataset
uspto-grants-2010_09
Patent number
US07799775B2

Reaction notes

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