Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004821Generated: 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/1004821

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 numberUS06051716
Source datasetuspto-grants-2000_04
ORD IDord-5ede8491fa6842658ee7de2c68d100fd
Source noteuspto-grants-2000_04