Hydroxyamine hydrochloride → 1-(2-Fluoro-5-methyl-pyridin-4-yl)-3,3-diphenyl-propan-1-one oxime

HRID 1617486Notes

Reaction equation

[F:1][C:2]1[CH:7]=[C:6]([C:8](=O)[CH2:9][CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:5]([CH3:24])=[CH:4][N:3]=1.Cl.[NH2:26][OH:27].C([O-])(O)=O.[Na+]>>[F:1][C:2]1[CH:7]=[C:6]([C:8](=[N:26][OH:27])[CH2:9][CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:5]([CH3:24])=[CH:4][N:3]=1

Participants

Reactant 3

HCID 443297Hydroxyamine hydrochloride

HCID 516892Sodium Bicarbonate

HCID 670155431-(2-Fluoro-5-methyl-pyridin-4-yl)-3,3-diphenyl-propan-1-one

Product 1

HCID 1363599751-(2-Fluoro-5-methyl-pyridin-4-yl)-3,3-diphenyl-propan-1-one oxime

Procedure

In analogy to example 1, step 2, from 1-(2-fluoro-5-methyl-pyridin-4-yl)-3,3-diphenyl-propan-1-one and hydroxylamine hydrochloride in the presence of NaHCO3 was prepared the title compound as a mixture of E and Z isomers (1.5:1) as a white oil, MS (ESI+): m/z=335.1 ([M+H]+).

Sources & evidence

ORD record: ord-291c89b832da4fad8e1103c2f333f36f
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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