Hydroxyamine hydrochloride → HCID 58043441, compound

HRID 1617862Notes

Reaction equation

HRID 1617862 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:33]=[CH:32][C:23]([C:24]([NH:26][CH2:27][C@@H:28]([OH:31])[CH2:29][OH: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:34])[CH:3]=1.Cl.[NH2:36][OH:37].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][C@@H:28]([OH:31])[CH2:29][OH:30])=[O:25])=[CH:32][CH:33]=2)[CH2:9]/[C:10](=[N:36]\[OH:37])/[C:12]2[CH:17]=[CH:16][C:15](=[O:18])[N:14]([CH3:19])[CH:13]=2)=[C:4]([F:34])[CH:3]=1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 67015611HCID 67015611, compound

Product 1

HCID 58043441HCID 58043441, compound

Procedure

In analogy to example 151, step 3, 4-(1-(4-chloro-2-fluorophenyl)-3-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-3-oxopropyl)-N—((R)-2,3-dihydroxypropyl)benzamide was reacted with hydroxylamine hydrochloride in the presence of sodium hydrogencarbonate to give the title compound as a colourless solid containing <10% of the corresponding Z isomer, MS (ESI+): m/z=502.1 [M+H]+.

Sources & evidence

ORD record
ord-712a2d5ab1fd4e1ba9f50174be1426fd
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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