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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277802Generated: October 31, 2026

Formic Acid → (S)-(-)-N-[[3-[4-[1-(Formyl)-4-piperidinyl]-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

https://huagongshe.com/reaction/277802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant(S)-(-)-N-[[2-Oxo-3-[4-(4-piperidinyl)-3-fluorophenyl]-5-oxazolidinyl]methyl]acetamideHCID 15887422—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product(S)-(-)-N-[[3-[4-[1-(Formyl)-4-piperidinyl]-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]acetamideHCID 54147746—

Reaction Steps

A mixture of (S)-(−)-3-[[2-oxo-3-[4-(4-piperidinyl)-3-fluorophenyl]-5-oxazolidinyl]methyl]acetamide (EXAMPLE 20, 150 mg), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (171 mg) and formic acid (34 μL) in dry tetrahydrofuran (6 mL) is stirred at ambient temperature for one hour, diluted with methylene chloride (10 mL), washed with water (10 mL) and saline (10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure, and the residue is recrystallized from methylene chloride/diethyl ether to give the title compound, mp 186-187° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358942B1
Source datasetuspto-grants-2002_03
ORD IDord-dcb0c023f12e4b0781c49c95964cf306
Source noteuspto-grants-2002_03