Hydroxyamine hydrochloride → HCID 87237016, compound

HRID 1617731Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:20]1[CH:32]=[CH:31][C:23]([C:24]([NH:26][CH:27]2[CH2:30][O:29][CH2:28]2)=[O:25])=[C:22]([F:33])[CH:21]=1)[CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15](=[O:18])[N:14]([CH3:19])[CH:13]=1)=O.Cl.[NH2:35][OH:36].C([O-])(O)=O.[Na+]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:20]1[CH:32]=[CH:31][C:23]([C:24]([NH:26][CH:27]2[CH2:30][O:29][CH2:28]2)=[O:25])=[C:22]([F:33])[CH:21]=1)[CH2:9]/[C:10](=[N:35]\[OH:36])/[C:12]1[CH:17]=[CH:16][C:15](=[O:18])[N:14]([CH3:19])[CH:13]=1

Participants

Reactant 3

HCID 443297Hydroxyamine hydrochloride

HCID 516892Sodium Bicarbonate

HCID 66668444HCID 66668444, compound

Product 1

HCID 87237016HCID 87237016, compound

Procedure

In analogy to example 151, step 3, 4-(1-(2-chlorophenyl)-3-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-3-oxopropyl)-2-fluoro-N-(oxetan-3-yl)benzamide was reacted with hydroxylamine hydrochloride in the presence of NaHCO3 to give the title compound containing 7% of the corresponding Z isomer as a colorless foam, MS (ESI+): m/z=484.2 [M+H]+.

Sources & evidence

ORD record: ord-7af494130bee4d20b42fa949c89ac402
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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