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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1637834Generated: 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/1637834

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 numberUS06043266
Source datasetuspto-grants-2000_03
ORD IDord-5d11de8c48524e7196137983a710e2e2
Source noteuspto-grants-2000_03