N-[2,6-bis(1-methylethyl)phenyl]-2-[phenylmethyl]amino-acetamide → HCID 15452514, compound

HRID 247837

Reaction equation

HRID 247837 reaction equation
[CH3:1][CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[NH:13][C:14](=[O:24])[CH2:15][NH:16]CC1C=CC=CC=1)[CH3:3]>CO.[Pd]>[CH3:3][CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:11])[CH3:12])[C:5]=1[NH:13][C:14](=[O:24])[CH2:15][NH2:16])[CH3:1]

Participants

4

Reactant 1

HCID 19764427N-[2,6-bis(1-methylethyl)phenyl]-2-[phenylmethyl]amino-acetamide

Product 1

HCID 15452514HCID 15452514, compoundYield 80.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-[2,6-bis(1-methylethyl)phenyl]-2-[(phenylmethyl)amino]acetamide (Example V) (0.80 g, 2.5 mmol) in methanol (10 mL) is added 20% Pd/C (0.1 g). The mixture is stirred under an atmosphere of hydrogen for 20 hours. After filtration and concentration, flash chromatography (ethyl acetate) affords 0.47 g of the title compound as a white solid; mp 88°-95° C.

Workup

  1. filtrationAfter filtration and concentration, flash chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-54a7e6c6256c4bfead7a8a1347cd0de0
Source dataset
uspto-grants-1993_05
Patent number
US05208224

Linked notes

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