Hydroxyamine hydrochloride → HCID 58043166, compound

HRID 1617851Notes

Reaction equation

HRID 1617851 reaction equation
[OH:1][C@@H:2]([CH2:32][OH:33])[CH2:3][NH:4][C:5](=[O:31])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:30])[CH2:13][C:14]([C:16]2[CH:21]=[CH:20][C:19](=[O:22])[N:18]([CH3:23])[CH:17]=2)=O)=[CH:8][CH:7]=1.Cl.[NH2:35][OH:36].C(=O)([O-])O.[Na+]>>[OH:1][C@@H:2]([CH2:32][OH:33])[CH2:3][NH:4][C:5](=[O:31])[C:6]1[CH:7]=[CH:8][C:9]([CH:12]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:30])[CH2:13]/[C:14](=[N:35]\[OH:36])/[C:16]2[CH:21]=[CH:20][C:19](=[O:22])[N:18]([CH3:23])[CH:17]=2)=[CH:10][CH:11]=1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 67015593HCID 67015593, compound

Product 1

HCID 58043166HCID 58043166, compound

Procedure

In analogy to example 151, step 3, N—((R)-2,3-dihydroxypropyl)-4-(3-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-3-oxo-1-o-tolylpropyl)benzamide was reacted with hydroxylamine hydrochloride in the presence of sodium hydrogencarbonate to give the title compound as an off-white solid containing <10% of the corresponding Z isomer, MS (ESI+): m/z=464.3 [M+H]+.

Sources & evidence

ORD record
ord-44d25e81663b42059cca6b5df1b1d576
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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