Hydroxyamine hydrochloride → HCID 58043171, compound

HRID 1617727Notes

Reaction equation

HRID 1617727 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:20]1[CH:36]=[CH:35][C:23]([C:24]([N:26]([CH3:34])[CH:27]2[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]2)=[O:25])=[C:22]([F:37])[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.[NH2:39][OH:40].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:36]=[CH:35][C:23]([C:24]([N:26]([CH3:34])[CH:27]2[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]2)=[O:25])=[C:22]([F:37])[CH:21]=1)[CH2:9]/[C:10](=[N:39]\[OH:40])/[C:12]1[CH:17]=[CH:16][C:15](=[O:18])[N:14]([CH3:19])[CH:13]=1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 67015573HCID 67015573, compound

Product 1

HCID 58043171HCID 58043171, 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-methyl-N-(1-methylpiperidin-4-yl)benzamide was reacted with hydroxylamine hydrochloride in the presence of NaHCO3 to give the title compound containing 10% of the corresponding Z isomer as a colorless foam, MS (ESI+): m/z=539.3 [M+H]+.

Sources & evidence

ORD record
ord-2b3856ad93d646df961cd7ff035419f5
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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