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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 428746Generated: October 31, 2026

Triethylamine → (S)-(-)-N-[[2-Oxo-3-[4-(4-piperidinyl)-3-fluorophenyl]-5-oxazolidinyl]methyl]acetamide

https://huagongshe.com/reaction/428746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 53930417HCID 53930417—
SolventDichloromethaneHCID 6344—
Product(S)-(-)-N-[[2-Oxo-3-[4-(4-piperidinyl)-3-fluorophenyl]-5-oxazolidinyl]methyl]acetamideHCID 15887422—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of (R)-(-)-4-[4-[5-(hydroxymethyl)-2-oxo-3-oxazolidinyl]-2-fluorophenyl]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (EXAMPLE 20, Step 5, 970 mg) and triethylamine (0.50 mL) in dry methylene chloride (9.5 mL) at 0° C. under N2 is treated with methanesulfonyl chloride (0.20 mL) dropwise. The resulting mixture is stirred at 0° C. for one hour, diluted with methylene chloride (40 mL), washed with water (10 mL), saturated aqueous sodium bicarbonate (10 mL) and saline (10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound, mp 163-165° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313307B1
Source datasetuspto-grants-2001_11
ORD IDord-d865a52acdf540418b4015127c9463a7
Source noteuspto-grants-2001_11