Hydroxyamine hydrochloride → HCID 58043580, compound

HRID 1617734Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[CH:13]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH3:31])[CH2:14][C:15]([C:17]1[CH:22]=[CH:21][C:20](=[O:23])[N:19]([CH3:24])[CH:18]=1)=O)[O:5][CH2:6][C:7]([OH:9])=[O:8].Cl.[NH2:33][OH:34].C([O-])(O)=O.[Na+]>>[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[CH:13]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH3:31])[CH2:14]/[C:15](=[N:33]\[OH:34])/[C:17]1[CH:22]=[CH:21][C:20](=[O:23])[N:19]([CH3:24])[CH:18]=1)[O:5][CH2:6][C:7]([OH:9])=[O:8]

Participants

Reactant 3

HCID 443297Hydroxyamine hydrochloride

HCID 516892Sodium Bicarbonate

HCID 67015547HCID 67015547, compound

Product 1

HCID 58043580HCID 58043580, compound

Procedure

In analogy to example 151, step 3, {3-fluoro-4-[3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-1-o-tolyl-propyl]-phenoxy}-acetic acid was reacted with hydroxylamine hydrochloride in the presence of NaHCO3 to give the title compound containing less than 10% of the corresponding Z isomer as a light brown solid, MS (ESI+): m/z=439.2 [M+H]+.

Sources & evidence

ORD record: ord-a49d60d4a08d41f6a90f8e75daaddcbb
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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