Hydroxyamine hydrochloride → 3-(3-Bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one oxime

HRID 1617536Notes

Reaction equation

HRID 1617536 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]([CH3:18])[CH:13]=2)=O)[CH:5]=[CH:6][CH:7]=1.Cl.[NH2:27][OH:28].C([O-])(O)=O.[Na+]>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]([CH3:18])[CH:13]=2)=[N:27][OH:28])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 67015516HCID 67015516, compound

Product 1

HCID 1363599983-(3-Bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one oxime

Procedure

In analogy to example 74, step 7, from 3-(3-bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one and hydroxylamine hydrochloride in the presence of NaHCO3 was prepared the title compound as a mixture of E and Z isomers (5.7:1) as a white foam, MS (ESI+): m/z=409.0895 ([M+H]+, 1Br).

Sources & evidence

ORD record
ord-621fc3c1f98643ad9cf7ff55260f586b
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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