Potassium Carbonate → 5-[3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-1-(2-methoxy-ethyl)-1H-pyridin-2-one

HRID 1617670Notes

Reaction equation

HRID 1617670 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.BrC[CH2:29][O:30][CH3:31].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][CH2:29][O:30][CH3:31])[CH:17]=2)=[O:11])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 666685075-[3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-1-methyl-1H-pyridin-2-one

Product 1

HCID 670155825-[3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-1-(2-methoxy-ethyl)-1H-pyridin-2-one

Procedure

In analogy to example 161, step 1, 5-[3-(4-bromo-phenyl)-3-otolyl-propionyl]-1-methyl-1H-pyridin-2-one (example 162, step 3) was reacted with 2-bromoethylmethylether in the presence of potassium carbonate to give the title compound as a colorless foam, MS (ESI+): m/z=454.1 [M+H]+.

Sources & evidence

ORD record
ord-dc93ea349ae649a6a6facd70c84a462a
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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