Hydroxyamine hydrochloride → HCID 58043574, compound

HRID 1617843Notes

Reaction equation

HRID 1617843 reaction equation
[OH:1][CH2:2][C:3]([NH:6][C:7](=[O:33])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[CH3:32])[CH2:15][C:16]([C:18]2[CH:23]=[CH:22][C:21](=[O:24])[N:20]([CH3:25])[CH:19]=2)=O)=[CH:10][CH:9]=1)([CH3:5])[CH3:4].Cl.[NH2:35][OH:36].C(=O)([O-])O.[Na+]>>[OH:1][CH2:2][C:3]([NH:6][C:7](=[O:33])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[CH3:32])[CH2:15]/[C:16](=[N:35]\[OH:36])/[C:18]2[CH:23]=[CH:22][C:21](=[O:24])[N:20]([CH3:25])[CH:19]=2)=[CH:10][CH:9]=1)([CH3:5])[CH3:4]

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 67015704HCID 67015704, compound

Product 1

HCID 58043574HCID 58043574, compound

Procedure

In analogy to example 151, step 3, N-(1-hydroxy-2-methylpropan-2-yl)-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=462.3 [M+H]+.

Sources & evidence

ORD record
ord-493f2c2ffb8a429aafad7898a8d2134c
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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