Sodium Hydroxide → HCID 22503454, compound

HRID 1814530Notes

Reaction equation

HRID 1814530 reaction equation
C([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[CH:24]=[CH:23][C:22]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:21][CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)=O.[OH-].[Na+]>C(O)C>[N:6]1([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[CH:20]=[CH:21][C:22]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:23][CH:24]=3)[N:10]=2)[CH2:7][CH2:8][NH:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22503292HCID 22503292, compound

Product 1

HCID 22503454HCID 22503454, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the resulting 1-(4-formylpiperazin-1-yl)-3-(4-methylsulfonylphenyl)isoquinoline (0.78 g) were added ethanol (30 ml) and a 8N aqueous solution of sodium hydroxide (740 ml), followed by heating under reflux in nitrogen atmosphere for 4 hr. The solvent was evaporated, and to the resulting residue were added water and ethyl acetate, and the organic layer was separated. Then, it was washed with brine, dried over magnesium sulfate. The solvent was evaporated, to give 1-(piperazin-1-yl)-3-(4-methylsulfonylphenyl)isoquinoline (0.62 g) as a pale yellow amorphous.

Workup

  1. temperatureby heating
  2. temperatureunder reflux in nitrogen atmosphere for 4 hr
  3. customThe solvent was evaporated
  4. additionto the resulting residue were added water and ethyl acetate
  5. customthe organic layer was separated
  6. washThen, it was washed with brine
  7. dry with materialdried over magnesium sulfate
  8. customThe solvent was evaporated

Sources & evidence

ORD record
ord-548a8039d7024685b848d296da94b1b6
Source dataset
uspto-grants-2005_04
Patent number
US06875761B2

Reaction notes

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