Hydroxyamine hydrochloride → HCID 58043253, compound

HRID 1617949Notes

Reaction equation

HRID 1617949 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]([C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][CH:22]=2)[CH2:10][C:11]([C:13]2[CH:14]=[CH:15][C:16](=[O:20])[N:17]([CH3:19])[CH:18]=2)=O)[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[NH2:32][OH:33].C(=O)([O-])O.[Na+]>>[F:8][C:6]1[CH:5]=[C:4]([CH:9]([C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][CH:22]=2)[CH2:10]/[C:11](/[C:13]2[CH:14]=[CH:15][C:16](=[O:20])[N:17]([CH3:19])[CH:18]=2)=[N:32]\[OH:33])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 66669030HCID 66669030, compound

Product 1

HCID 58043253HCID 58043253, compound

Procedure

In analogy to example 151, step 3, 5-(3-(3,5-difluorophenyl)-3-(4-(methylsulfonyl)phenyl)propanoyl)-1-methylpyridin-2(1H)-one was reacted with hydroxylamine hydrochloride in the presence of sodium hydrogencarbonate to give the title compound containing less than 10% of the corresponding Z isomer as a colourless solid, MS (ESI+): m/z=447.2 [M+H]+.

Sources & evidence

ORD record
ord-712a1640b91a40968f3d8a29f81c02df
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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