HCID 19592530, compound → HCID 19593054, compound

HRID 613462Notes

Reaction equation

HRID 613462 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][O:7][C:8]1[C:17]2[C:12](=[C:13]([N+:18]([O-])=O)[CH:14]=[CH:15][CH:16]=2)[N:11]=[CH:10][CH:9]=1)=[O:5])[CH3:2]>[Pd].C(O)C.O1CCOCC1>[NH2:18][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:12]=1[N:11]=[CH:10][CH:9]=[C:8]2[O:7][CH2:6][C:4]([O:3][CH2:1][CH3:2])=[O:5]

Participants

5

Reactant 1

HCID 19592530HCID 19592530, compound

Product 1

HCID 19593054HCID 19593054, compoundYield 65%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4-ethoxycarbonylmethoxy-8-nitroquinoline (404 mg) and 10% palladium on carbon in ethanol (5 ml) and dioxane (5 ml) was stirred for 5 hours at ambient temperature under hydrogen atmosphere. Insoluble material was filtered off and the filtrate was concentrated in vacuo. The residue was pulverized with diethyl ether to give 8-amino-4-(ethoxycarbonylmethoxy)quinoline (234 mg).

Workup

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-cebf766e27214c619c4ea7505f3d362b
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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