3-(benzyl(methyl)amino)-N-(2-methoxyethyl)propanamide → N-(2-methoxyethyl)-3-(methylamino)propanamide

HRID 625359Notes

Reaction equation

HRID 625359 reaction equation
[CH2:1]([N:8](C)[CH2:9][CH2:10][C:11]([NH:13][CH2:14][CH2:15][O:16][CH3:17])=[O:12])C1C=CC=CC=1>CO.[Pd]>[CH3:17][O:16][CH2:15][CH2:14][NH:13][C:11](=[O:12])[CH2:10][CH2:9][NH:8][CH3:1]

Participants

4

Reactant 1

HCID 665868063-(benzyl(methyl)amino)-N-(2-methoxyethyl)propanamide

Product 1

HCID 43827811N-(2-methoxyethyl)-3-(methylamino)propanamideYield 28.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-(benzyl(methyl)amino)-N-(2-methoxyethyl)propanamide (1.1 g, 4.39 mmol, 1.00 equiv) in methanol (50 mL) was added 5% palladium-on-carbon (50 mg) and the suspension stirred under a hydrogen atmosphere for 2 h. The solids were filtered out and the mixture was concentrated under vacuum to afford 200 mg (28%) of the product as a white solid.

Workup

  1. filtrationThe solids were filtered out
  2. concentrationthe mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-c0bc024276584e508e5968bdece29247
Source dataset
uspto-grants-2016_04
Patent number
US09301951B2

Reaction notes

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