HCID 22502636, compound → HCID 9952961, compound

HRID 1814584Notes

Reaction equation

HRID 1814584 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]([O:25][CH2:26][CH2:27][O:28]CC4C=CC=CC=4)=[C:21]([C:36]#[N:37])[CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2]>CO.[Pd]>[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]([O:25][CH2:26][CH2:27][OH:28])=[C:21]([C:36]#[N:37])[CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2]

Participants

4

Reactant 1

HCID 22502636HCID 22502636, compound

Product 1

HCID 9952961HCID 9952961, compoundYield 68.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-(4-Ethylpiperazin-1-yl)-3-[3-cyano-4-(2-benzyloxyethoxy)phenyl]isoquinoline (0.50 g) was dissolved in methanol (20 ml), followed by the hydrogenation in the presence of 10% palladium/carbon catalyst (0.05 g) at room temperature. After the catalyst was filtered off and washed with methanol, the resulting filtrate was concentrated, to give 0.28 g of the title compound as a pale yellow oil.

Workup

  1. filtrationAfter the catalyst was filtered off
  2. washwashed with methanol
  3. concentrationthe resulting filtrate was concentrated

Sources & evidence

ORD record
ord-c414872b5978414b81c5dc6e73116fbd
Source dataset
uspto-grants-2005_04
Patent number
US06875761B2

Reaction notes

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