Methyl 2-(methyl(4-nitrobenzyl)amino)acetate → HCID 18472314, compound

HRID 1776503Notes

Reaction equation

HRID 1776503 reaction equation
[CH3:1][N:2]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=1)[CH2:3][C:4]([O:6][CH3:7])=[O:5]>CCOC(C)=O>[NH2:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][N:2]([CH3:1])[CH2:3][C:4]([O:6][CH3:7])=[O:5])=[CH:14][CH:13]=1

Participants

3

Reactant 1

HCID 18472662Methyl 2-(methyl(4-nitrobenzyl)amino)acetate

Product 1

HCID 18472314HCID 18472314, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of methyl 2-(methyl(4-nitrobenzyl)amino)acetate (0.800 g, 3.36 mmol) and Pt2O (0.080 g, 0.352 mmol) in EtOAc (30 ml) was hydrogenated at 15 psi for 1 hour. The catalyst was filtered off, and the solvent was removed. Methyl 2-((4-aminobenzyl)(methyl)amino)acetate was obtained (0.680 g, 3.27 mmol, 97% yield, MS/ESI+ 209.2 [MH]+) and used in the next step without further purification.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-10527c2b038649eabf1d6a448777bfa0
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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