Sodium Hydroxide → HCID 22503392, compound

HRID 1006994Notes

Reaction equation

HRID 1006994 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]([CH2:28][CH2:29][CH3:30])(=[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]([CH2:28][CH2:29][CH3:30])(=[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 22503267HCID 22503267, compound

Product 1

HCID 22503392HCID 22503392, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the resulting 1-(4-formylpiperazin-1-yl)-3-[4-(propylsulfonyl)phenyl]isoquinoline (0.72 g) were added ethanol (25 ml) and a 8N aqueous solution of sodium hydroxide (1.06 ml), and the mixture was heated under reflux in nitrogen atmosphere for 1.5 hr. The solvent was evaporated, and to the resulting residue were added water and ethyl acetate. The organic layer was separated. Then, it was washed with brine, and dried over magnesium sulfate. The solvent was evaporated, to give 1-(piperazin-1-yl)-3-[4-(propylsulfonyl)phenyl]isoquinoline (0.61 g) as a colorless powder.

Workup

  1. temperatureunder reflux in nitrogen atmosphere for 1.5 hr
  2. customThe solvent was evaporated
  3. additionto the resulting residue were added water and ethyl acetate
  4. customThe organic layer was separated
  5. washThen, it was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was evaporated

Sources & evidence

ORD record
ord-4a97535866d742369cf75cbab1acc62c
Source dataset
uspto-grants-2004_09
Patent number
US06790844B2

Reaction notes

Loading…