1-Benzylpiperazine → HCID 23155694, compound

HRID 1714800Notes

Reaction equation

HRID 1714800 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Cl:12])[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH2:13]([N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O>[CH2:13]([N:20]1[CH2:25][CH2:24][N:23]([C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([Cl:12])[CH:10]=3)[CH:5]=[CH:4][N:3]=2)[CH2:22][CH2:21]1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 759941-BenzylpiperazineHCID 6409561,7-dichloroisoquinoline

Product 1

HCID 23155694HCID 23155694, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 3.96 g 1,7-dichloroisoquinoline and 10.50 g of benzylpiperazine was stirred at 150° C. for 3 hours. To the residue water was added, followed by extraction with chloroform, washing with saturated aqueous sodium hydrogencarbonate solution and drying over anhydrous magnesium sulfate. Distilling the solvent off under reduced pressure, the residue was purified on silica gel column chromatography (ethyl acetate) to provide 4.78 g (71%) of 1-(4-benzylpiperazin-1-yl)-7-chloroisoquinoline.

Workup

  1. extractionfollowed by extraction with chloroform
  2. washwashing with saturated aqueous sodium hydrogencarbonate solution
  3. dry with materialdrying over anhydrous magnesium sulfate
  4. distillationDistilling the solvent off under reduced pressure
  5. customthe residue was purified on silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-7e3ad9cdbd824d7380289754968da568
Source dataset
uspto-grants-2010_09
Patent number
US07799775B2

Reaction notes

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