Methyl 2-[(2,6-dichlorobenzoyl)amino]-3-(4-nitrophenyl)propanoate → Methyl 3-(4-aminophenyl)-2-[(2,6-dichlorobenzoyl)amino]propanoate

HRID 1869786Notes

Reaction equation

HRID 1869786 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:3]=1[C:4]([NH:6][CH:7]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])=[O:5]>CO.[Pt]>[NH2:19][C:16]1[CH:17]=[CH:18][C:13]([CH2:12][CH:7]([NH:6][C:4](=[O:5])[C:3]2[C:22]([Cl:26])=[CH:23][CH:24]=[CH:25][C:2]=2[Cl:1])[C:8]([O:10][CH3:11])=[O:9])=[CH:14][CH:15]=1

Participants

4

Reactant 1

HCID 57987623Methyl 2-[(2,6-dichlorobenzoyl)amino]-3-(4-nitrophenyl)propanoate

Product 1

HCID 18332537Methyl 3-(4-aminophenyl)-2-[(2,6-dichlorobenzoyl)amino]propanoateYield 100%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

Methyl 2-[(2,6-dichlorobenzoyl)amino]-3-(4-nitrophenyl)propanoate 7 (7 g) is solubilized in CH3OH in presence of Pt(S)/C (5% in weight). H2 pressure is then applied at RT for 2 h. The catalyst is filtered over celite and the solvent is evaporated to give methyl 3-(4-aminophenyl)-2-[(2,6-dichlorobenzoyl)amino]propanoate 8.

Workup

  1. filtrationThe catalyst is filtered over celite
  2. customthe solvent is evaporated

Sources & evidence

ORD record
ord-adbdb33a47f144659180ceb5d37f1f8b
Source dataset
uspto-grants-2009_12
Patent number
US07638630B2

Reaction notes

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