HCID 12851867, compound → HCID 12851868, compound

HRID 1156895Notes

Reaction equation

HRID 1156895 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:14]=3[CH:13]=[CH:12][N:11]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(O)C.[C].[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:14]=3[CH:13]=[CH:12][N:11]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 12851867HCID 12851867, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12851868HCID 12851868, compoundYield 88.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Ethyl 1-(4-nitrophenyl)isoquinoline-5-acetate (4.2 g) was dissolved in 100 ml of ethanol, and 1.0 g of 10% palladium-carbon was added. The reaction was carried out in a stream of hydrogen. After the reaction, the catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was recrystallized from ether to afford 3.4 g of ethyl 1-(4-aminophenyl)isoquinoline-5-acetate having a melting point of 129.0° to 132.5° C.

Workup

  1. customAfter the reaction
  2. customthe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was recrystallized from ether

Sources & evidence

ORD record
ord-25bfa5374012490ea27a28e4e60dd9a5
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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