Sodium Chloride → HCID 22503659, compound

HRID 1007003Notes

Reaction equation

HRID 1007003 reaction equation
[CH2:1]([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]([CH2:25][CH:26]([C:28]([O:30]C)=[O:29])[CH3:27])=[CH:21][CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Na+].[OH-:40].[Na+].[O:42]1CCCC1>O>[C:28]([OH:30])(=[O:29])[C:26]([OH:42])=[O:40].[CH2:1]([N:3]1[CH2:4][CH2:5][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:20]=[CH:21][C:22]([CH2:25][CH:26]([CH3:27])[CH2:28][OH:29])=[CH:23][CH:24]=3)[N:10]=2)[CH2:7][CH2:8]1)[CH3:2]

Participants

7

Reactant 5

HCID 5234Sodium ChlorideHCID 8028Tetrahydrofuran2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 22502927HCID 22502927, compound

Product 1

HCID 22503659HCID 22503659, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Subsequently, the resulting 1-(4-ethylpiperazin-1-yl)-3-[4-(2-methoxycarbonylpropyl)phenyl]isoquinoline (1.34 g) was dissolved in tetrahydrofuran (10 ml). The solution was added to a suspension of lithium aluminum hydride (0.13 g) in tetrahydrofuran (20 ml) under cooling with a cooler of sodium chloride and ice, and the mixture was further stirred for 30 min. Water (130 ml), a 5N aqueous solution of sodium hydroxide (130 ml) and water (390 ml) were added to the reaction solution in this order, and the resulting precipitates were filtered off. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (toluene/acetone system), to give 0.62 g of the free compound of the title compound as a pale brown viscous oil.

Workup

  1. customthe resulting precipitates
  2. filtrationwere filtered off
  3. customThe solvent was evaporated
  4. customthe resulting residue was purified by silica gel column chromatography (toluene/acetone system)

Sources & evidence

ORD record
ord-b0433e05e2334eef9a9c41656096ec5c
Source dataset
uspto-grants-2004_09
Patent number
US06790844B2

Reaction notes

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