HCID 22007335, compound → HCID 22007379, compound

HRID 1743036Notes

Reaction equation

HRID 1743036 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:16]3[C:11](=[CH:12][C:13]([O:19]CC4C=CC=CC=4)=[C:14]([O:17][CH3:18])[CH:15]=3)[CH:10]=[C:9]([C:27]([O:29][CH3:30])=[O:28])[C:8]=2[C:31]([O:33][CH3:34])=[O:32])=[CH:3][CH:2]=1>C(O)(=O)C.[C].[Pd]>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:16]3[C:11](=[CH:12][C:13]([OH:19])=[C:14]([O:17][CH3:18])[CH:15]=3)[CH:10]=[C:9]([C:27]([O:29][CH3:30])=[O:28])[C:8]=2[C:31]([O:33][CH3:34])=[O:32])=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 22007335HCID 22007335, compound

Product 1

HCID 22007379HCID 22007379, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

1-(4-Pyridyl)-2,3-bis(methoxycarbonyl)-6-benzyloxy-7-methoxynaphthalene (2.3 g) is dissolved in acetic acid (50 ml), and thereto is added 10% palladium-carbon. The mixture is subjected to hydrogenation for 3 hours with shaking by using a moderate-pressure reduction apparatus (Parr). The palladium-carbon is removed by filtration, and the filtrate is concentrated. The precipitated crystal is washed with diethyl ether to give 1-(4-pyridyl)-2,3-bis(methoxycarbonyl)-6-hydroxy-7-methoxynaphthalene (1.8 g).

Workup

  1. customThe palladium-carbon is removed by filtration
  2. concentrationthe filtrate is concentrated
  3. washThe precipitated crystal is washed with diethyl ether

Sources & evidence

ORD record
ord-7922001406c7460ab4623a6deefdd5b2
Source dataset
uspto-grants-1994_08
Patent number
US05342941

Reaction notes

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