HCID 60631969, compound → HCID 57323377, compound

HRID 1485391Notes

Reaction equation

HRID 1485391 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])([O-])=O>CO.CCOC(C)=O.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 1

HCID 60631969HCID 60631969, compound

Product 1

HCID 57323377HCID 57323377, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of methyl 3-((2-nitrophenyl)amino)propanoate (11 g, 48.9 mmol) and Pd/C (3.3 g, 10%) in 300 mL of MeOH and 20 mL of EtOAc was stirred overnight under H2 atmosphere at room temperature. The mixture was filtered off, and the filtrate was concentrated to give methyl 3-((2-aminophenyl)amino)propanoate as a yellow oil. (9.3 g, 98%). LRMS (M+H)+: 193 m/z.

Workup

  1. filtrationThe mixture was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-baa31819b33f45b3a39b92bae724b4df
Source dataset
uspto-grants-2016_08
Patent number
US09422292B2

Reaction notes

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