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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1637820Generated: November 1, 2026

(S)-(-)-4-[4-[5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]phenyl]-3,6-dihydro-1(2H)-pyridinecarboxylic acid phenylmethyl ester → (S)-(-)-N-[[2-Oxo-3-[4-(4-piperidinyl)phenyl]-5-oxazolidinyl]methyl]acetamide

https://huagongshe.com/reaction/1637820

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-(-)-4-[4-[5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]phenyl]-3,6-dihydro-1(2H)-pyridinecarboxylic acid phenylmethyl esterHCID 54157116—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(S)-(-)-N-[[2-Oxo-3-[4-(4-piperidinyl)phenyl]-5-oxazolidinyl]methyl]acetamideHCID 15888110—

Reaction Steps

A mixture of (S)-(-)-[4-[4-[5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]phenyl]-3,6-dihydro-1(2H)-pyridinecarboxylic acid phenylmethyl ester (EXAMPLE 17, Step 5, 625 mg) and 10% palladium-on-carbon (300 mg) in methanol (100 mL) is shaken on a Parr apparatus under a hydrogen atmosphere at 40 psi for one hour and at 20 psi for 16 hours, the catalyst is removed by filtration through Celite and the filtrate is concentrated under reduced pressure to give the title compound, mp 169-171° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06043266
Source datasetuspto-grants-2000_03
ORD IDord-14ba9e038b534500a990ae70b55118bf
Source noteuspto-grants-2000_03