Hydroxyamine hydrochloride → HCID 178480262, compound

HRID 1617725Notes

Reaction equation

HRID 1617725 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:20]1[CH:35]=[CH:34][C:23]([C:24]([NH:26][C@H:27]2[CH2:32][CH2:31][C@H:30]([OH:33])[CH2:29][CH2:28]2)=[O:25])=[C:22]([F:36])[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.[NH2:38][OH:39].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:35]=[CH:34][C:23]([C:24]([NH:26][C@H:27]2[CH2:28][CH2:29][C@H:30]([OH:33])[CH2:31][CH2:32]2)=[O:25])=[C:22]([F:36])[CH:21]=1)[CH2:9]/[C:10](=[N:38]\[OH:39])/[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 178480518HCID 178480518, compound

Product 1

HCID 178480262HCID 178480262, compound

Procedure

In analogy to example 151, step 3, trans-4-[1-(2-chloro-phenyl)-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-propyl]-2-fluoro-N-(4-hydroxy-cyclohexyl)-benzamide was reacted with hydroxylamine hydrochloride in the presence of NaHCO3 to give the title compound as a colorless foam. The ratio of E/Z isomers was 87:13, MS (ESI+): m/z=526.4 [M+H]+.

Sources & evidence

ORD record
ord-fd68d69b08b34c4b8af6fc9885487826
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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