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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1617853Generated: October 30, 2026

Hydroxyamine hydrochloride → 4-[(3E)-3-hydroxyimino-3-(1-methyl-6-oxo-3-pyridinyl)-1-(2-methylphenyl)propyl]-N-[1-(hydroxymethyl)cyclopropyl]benzamide

https://huagongshe.com/reaction/1617853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantSodium BicarbonateHCID 516892—
ReactantN-(1-(Hydroxymethyl)cyclopropyl)-4-(3-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-3-oxo-1-o-tolylpropyl)benzamideHCID 67015716—
Product4-[(3E)-3-hydroxyimino-3-(1-methyl-6-oxo-3-pyridinyl)-1-(2-methylphenyl)propyl]-N-[1-(hydroxymethyl)cyclopropyl]benzamideHCID 58043301—

Reaction Steps

In analogy to example 151, step 3, N-(1-(hydroxymethyl)cyclopropyl)-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=460.4 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765730B2
Source datasetuspto-grants-2014_07
ORD IDord-7305cd3c17324196b4c0a090d5c41943
Source noteuspto-grants-2014_07