Iodoacetamide → 2-{5-[3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-2-oxo-2H-pyridin-1-yl}-acetamide

HRID 1617672Notes

Reaction equation

HRID 1617672 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[CH3:26])[CH2:9][C:10]([C:12]2[CH:13]=[CH:14][C:15](=[O:19])[N:16]([CH3:18])[CH:17]=2)=[O:11])=[CH:4][CH:3]=1.IC[C:29]([NH2:31])=[O:30].C(=O)([O-])[O-].[K+].[K+]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[CH3:26])[CH2:9][C:10]([C:12]2[CH:13]=[CH:14][C:15](=[O:19])[N:16]([CH2:18][C:29]([NH2:31])=[O:30])[CH:17]=2)=[O:11])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 3727IodoacetamideHCID 11430Potassium CarbonateHCID 666685075-[3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one

Product 1

HCID 666682412-{5-[3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-2-oxo-2H-pyridin-1-yl}-acetamide

Procedure

In analogy to example 161, step 1, 5-[3-(4-bromo-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one (example 162, step 3) was reacted with iodoacetamide in the presence of potassium carbonate to give the title compound as a colorless foam, MS (ESI+): m/z=453.1 [M+H]+.

Sources & evidence

ORD record
ord-391d772297a24f7bbe5dba190276bd1d
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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