HCID 86591629, compound → 5-(2-amino-4,5-dimethoxy-phenyl)-pentanoic Acid Ethyl Ester

HRID 495461Notes

Reaction equation

HRID 495461 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH:5]=[CH:6][CH:7]=[CH:8][C:9]1[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[CH:11][C:10]=1[N+:19]([O-])=O)[CH3:2]>CCO.[Pd]>[CH2:1]([O:3][C:4](=[O:22])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[CH:11][C:10]=1[NH2:19])[CH3:2]

Participants

4

Reactant 1

HCID 86591629HCID 86591629, compound

Product 1

HCID 697384545-(2-amino-4,5-dimethoxy-phenyl)-pentanoic Acid Ethyl Ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 5-(4,5-dimethoxy-2-nitro-phenyl)-penta-2,4-dienoic acid ethyl ester (Step A, 0.5 g, 1.63 mmol) in EtOH (15 mL) at RT was added Pd/C (0.05 g). The flask was capped with a rubber septum and H2 pressure was applied through a balloon/needle. The reaction was stirred at RT for 12 h, at which time the mixture was filtered through sand/Celite®. The solvent was removed under reduced pressure to afford the title compound.

Workup

  1. customThe flask was capped with a rubber septum and H2 pressure
  2. filtrationwas filtered through sand/Celite®
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-49a9e37bb709442ea29056609d8f7092
Source dataset
uspto-grants-2005_09
Patent number
US06939874B2

Reaction notes

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