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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1378692Generated: October 31, 2026

Hydroxyamine hydrochloride → (S)-N-{3-[3-fluoro-4-(4-hydroxyimino-piperidin-1-yl)-phenyl]-2-oxo oxazolidin-5-ylmethyl}-acetamide

https://huagongshe.com/reaction/1378692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantSodium AcetateHCID 517045—
ReactantN-[(5S)-3-[3-fluoro-4-(4-oxopiperidinyl)phenyl]-2-oxo-5-oxazolidinyl]methylacetamideHCID 54375226—
SolventDichloromethane methanolHCID 21226129—
Product(S)-N-{3-[3-fluoro-4-(4-hydroxyimino-piperidin-1-yl)-phenyl]-2-oxo oxazolidin-5-ylmethyl}-acetamideHCID 5711515282%

Reaction Steps

Sodium acetate (517 mg) and hydroxylamine hydrochloride (219 mg) were successively added to a methanol-methylene chloride solution (10-10 ml) of 1.00 g of the (S)-N-{3-[3-fluoro-4-(4-oxo-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (Compound No. 7) synthesized in Example 3, and the mixture was stirred at room temperature for 2 days. The solvent was evaporated and the residue was dissolved in methanol, followed by addition of a silica gel (8 g). Methanol was evaporated and the residue was purified by silica gel column chromatography (solvent: chloroform/methanol=50/1-25/1) to afford the title compound (852 mg) in a yield of 82%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05668286
Source datasetuspto-grants-1997_09
ORD IDord-198f3850bd154d1faad9112974491897
Source noteuspto-grants-1997_09