Hydroxyamine hydrochloride → HCID 56601933, compound

HRID 1617758Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[CH:18]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[CH3:36])[CH2:19][C:20]([C:22]1[CH:27]=[CH:26][C:25](=[O:28])[N:24]([CH3:29])[CH:23]=1)=O)[O:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([OH:11])=[O:10].Cl.[NH2:38][OH:39].C([O-])(O)=O.[Na+]>>[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[CH:18]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[CH3:36])[CH2:19]/[C:20](=[N:38]\[OH:39])/[C:22]1[CH:27]=[CH:26][C:25](=[O:28])[N:24]([CH3:29])[CH:23]=1)[O:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([OH:11])=[O:10]

Participants

Reactant 3

HCID 443297Hydroxyamine hydrochloride

HCID 516892Sodium Bicarbonate

HCID 67015642HCID 67015642, compound

Product 1

HCID 56601933HCID 56601933, compound

Procedure

In analogy to example 151, step 3, 3-{3-fluoro-4-[3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-1-o-tolyl-propyl]-phenoxy}-benzoic 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 colorless solid, MS (ESI+): m/z=501.2.2 [M+H]+.

Sources & evidence

ORD record: ord-9474e2206a824691b0d0190711c51b8e
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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