Hydroxyamine hydrochloride → HCID 87237051, compound

HRID 1617729Notes

Reaction equation

HRID 1617729 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:20]1[CH:34]=[CH:33][C:23]([C:24]([NH:26][CH:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[O:25])=[C:22]([F:35])[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.[NH2:37][OH:38].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:34]=[CH:33][C:23]([C:24]([NH:26][CH:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[O:25])=[C:22]([F:35])[CH:21]=1)[CH2:9]/[C:10](=[N:37]\[OH:38])/[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 66668851HCID 66668851, compound

Product 1

HCID 87237051HCID 87237051, 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-(tetrahydro-2H-pyran-4-yl)benzamide was reacted with hydroxylamine hydrochloride in the presence of NaHCO3 to give the title compound containing 4% of the corresponding Z isomer as a colorless foam, MS (ESI+): m/z=512.3 [M+H]+.

Sources & evidence

ORD record
ord-e6a4acc582694bb38f1d328c40ff35bd
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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