Hydrochloric Acid → 5-[(S)-3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-1H-pyridin-2-one

HRID 1618040Notes

Reaction equation

HRID 1618040 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H: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]=[N:14][C:15]([O:18]C)=[CH:16][CH:17]=2)=[O:11])=[CH:4][CH:3]=1.Cl>O1CCOCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H: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:17]=[CH:16][C:15](=[O:18])[NH:14][CH:13]=2)=[O:11])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67015766(S)-3-(4-Bromophenyl)-1-(6-methoxypyridin-3-yl)-3-o-tolylpropan-1-one

Product 1

HCID 670158255-[(S)-3-(4-Bromo-phenyl)-3-o-tolyl-propionyl]-1H-pyridin-2-one

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In analogy to example 162, step 2, (S)-3-(4-bromophenyl)-1-(6-methoxypyridin-3-yl)-3-o-tolyl-propan-1-one was reacted with 37% aqueous hydrochloric acid solution in 1,4-dioxane to give the title compound as a light yellow foam, MS (ESI+): m/z=396.0 [M+H]+.

Sources & evidence

ORD record
ord-a7b7b6622abc4dc4879f037c5afba266
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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