Hydroxyamine hydrochloride → HCID 58043257, compound

HRID 1617864Notes

Reaction equation

HRID 1617864 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:34]=[CH:33][C:23]([C:24]([NH:26][CH2:27][CH2:28][S:29]([CH3:32])(=[O:31])=[O:30])=[O:25])=[CH:22][CH:21]=2)[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][C:15](=[O:18])[N:14]([CH3:19])[CH:13]=2)=O)=[C:4]([F:35])[CH:3]=1.Cl.[NH2:37][OH:38].C(=O)([O-])O.[Na+]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:21]=[CH:22][C:23]([C:24]([NH:26][CH2:27][CH2:28][S:29]([CH3:32])(=[O:30])=[O:31])=[O:25])=[CH:33][CH:34]=2)[CH2:9]/[C:10](=[N:37]\[OH:38])/[C:12]2[CH:17]=[CH:16][C:15](=[O:18])[N:14]([CH3:19])[CH:13]=2)=[C:4]([F:35])[CH:3]=1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 66668794HCID 66668794, compound

Product 1

HCID 58043257HCID 58043257, compound

Procedure

In analogy to example 151, step 3, 4-[1-(4-chloro-2-fluoro-phenyl)-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-propyl]-N-(2-methanesulfonyl-ethyl)-benzamide was reacted with hydroxylamine hydrochloride in the presence of sodium hydrogencarbonate to give the title compound as a colourless foam containing 3% of the corresponding Z isomer, MS (ESI+): m/z=534.1 [M+H]+.

Sources & evidence

ORD record
ord-2012d94aae9546fd8b19c937e4218960
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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