Sodium Acetate → HCID 21840858, compound

HRID 1739418Notes

Reaction equation

HRID 1739418 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[C:5]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)=[C:4]([C:22]([O:24][CH3:25])=[O:23])[N:3]=1.C([O-])(=O)C.[Na+]>[C].[Pd].C(O)(=O)C>[CH3:15][O:14][C:8]1[CH:7]=[C:6]2[C:11](=[CH:10][C:9]=1[O:12][CH3:13])[CH:2]=[N:3][C:4]([C:22]([O:24][CH3:25])=[O:23])=[C:5]2[C:16]1[CH:17]=[CH:18][N:19]=[CH:20][CH:21]=1

Participants

5

Reactant 2

HCID 517045Sodium AcetateHCID 21840833HCID 21840833, compound

Product 1

HCID 21840858HCID 21840858, compoundYield 87.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

To acetic acid (80 ml) are added 4-(1-chloro-6,7-dimethoxy-3-methoxycarbonylisoquinolin-4-yl)pyridine (6.11 g), sodium acetate (1.4 g) and 10% palladium-carbon (2.5 g), and the mixture is subjected to hydrogenation at 50° C. for 19 hours under pressure (2.7 atm). The palladium-carbon is removed by filtration, and the filtrate is concentrated to give 4-(6,7-dimethoxy-3-methoxycarbonylisoquinolin-4-yl)pyridine (4.84 g).

Workup

  1. customThe palladium-carbon is removed by filtration
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-cd05790ba8d14562b5aaa1f977410cd0
Source dataset
uspto-grants-1999_10
Patent number
US05965730

Reaction notes

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