Methyl 3-(3-tert-butoxycarbonylaminomethyl-6-nitrophenyl)propionate → HCID 19698388, compound

HRID 862582Notes

Reaction equation

HRID 862582 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[C:13]([N+:16]([O-])=O)=[CH:14][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(OCC)(=O)C.[Pd]>[CH3:24][O:23][C:21]([CH2:20][CH2:19][C:12]1[CH:11]=[C:10]([CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH:15]=[CH:14][C:13]=1[NH2:16])=[O:22]

Participants

5

Reactant 2

HCID 19698374Methyl 3-(3-tert-butoxycarbonylaminomethyl-6-nitrophenyl)propionateHCID 178418361HCID 178418361, compound

Product 1

HCID 19698388HCID 19698388, compoundYield 116.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of methyl 3-(3-tert-butoxycarbonylaminomethyl-6-nitrophenyl)propionate (3.2 g, 9.5 mmol) in ethyl acetate (35 mL) in the presence of 10% Pd/C was hydrogenated under atmospheric pressure of hydrogen at room temperature. The catalyst was removed by filtration by using celite and the filtrate was concentrated to give 3.4 g of the title compound.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-885d8d7adc9e429290e31bd9c34ed316
Source dataset
uspto-grants-1998_02
Patent number
US05719152

Reaction notes

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