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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499742Generated: October 26, 2026

Triethylamine → 5-Chloro-N-[((5S)-3-{4-[(5-chloropentanoyl)amino]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]-2-thiophenecarboxamide

https://huagongshe.com/reaction/499742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-Chlorovaleryl chlorideHCID 74089—
ReactantN-{[(5S)-3-(4-aminophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}-5-chloro-2-thiophenecarboxamideHCID 57496672—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-N-[((5S)-3-{4-[(5-chloropentanoyl)amino]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]-2-thiophenecarboxamideHCID 57496674—

Reaction Steps

0.5 g (1.29 mmol) of N-{[(5S)-3-(4-aminophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}-5-chloro-2-thiophenecarboxamide (from Example 149) is dissolved in 27 ml of tetrahydrofuran, and 0.2 g (1.29 mmol) of 5-chlorovaleryl chloride and 0.395 ml (2.83 mmol) of triethylamine are added. The mixture is evaporated in vacuo and chromatographed on silica gel with a toluene/ethyl acetate=1:1→ethyl acetate gradient. 315 mg (52% of theory) of a solid are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767702B2
Source datasetuspto-grants-2010_08
ORD IDord-5c5ba7a5a5c34c608a44688bea48af83
Source noteuspto-grants-2010_08