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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452572Generated: October 30, 2026

Triethylamine → (5R)-3-[3-Fluoro-4-(4-methyl-1,2,3-triazol-1-yl)phenyl]-5-[methanesulfonylmethyl]oxazolidin 2-one

https://huagongshe.com/reaction/1452572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantSodium BicarbonateHCID 516892—
Reactant(5R)-3-[3-Fluoro-4-(4-methyl-1,2,3-triazol-1-yl)phenyl]-5-(hydroxymethyl)oxazolidin-2-oneHCID 57526994—
SolventDichloromethaneHCID 6344—
Product(5R)-3-[3-Fluoro-4-(4-methyl-1,2,3-triazol-1-yl)phenyl]-5-[methanesulfonylmethyl]oxazolidin 2-oneHCID 68879798105.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

(5R)-3-[3-Fluoro-4-(4-methyl-1H-1,2,3-triazol-1-yl)phenyl]-5-(hydroxymethyl)oxazolidin-2-one (Intermediate 19) (4.0 g, 13.7 mmol) was dissolved in dichloromethane (30 ml) and cooled to 0° C. Triethylamine (3.08 ml, 23.3 mmol) was added, followed by methylsulfonyl chloride (1.27 ml, 16.4 mmol). It was stirred for one hour and poured into saturated aqueous sodium bicarbonate solution and diluted with dichloromethane (200 ml). The organic phase was dried over magnesium sulfate and solvent was removed under reduced pressure to give the title product (5.1 g) as a solid, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473699B2
Source datasetuspto-grants-2009_01
ORD IDord-c310192f43fc488ea6cfc0a91da1a6e8
Source noteuspto-grants-2009_01