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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279671Generated: October 30, 2026

Chlorotrimethylsilane → 7-(3-{4-[(5S)-5-(Acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenoxymethyl}-3-hydroxy-pyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/2279671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantTriethylamineHCID 8471—
Reactant7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acidHCID 11055142—
ReactantHCID 57754804HCID 57754804—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product7-(3-{4-[(5S)-5-(Acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenoxymethyl}-3-hydroxy-pyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acidHCID 58916273—

Reaction Steps

In analogy to example 1, step 7 with 39 mg 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-[1,8]naphthyridine-3-carboxylic acid (MW: 282.66, 0.24 mmol), 99 mg N-{(5S)-3-[3-fluoro-4-(3-hydroxy-pyrrolidin-3-ylmethoxy)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide. (MW: 367.38, 0.24 mmol) 101 mg triethylamine (MW: 101.19, 1.0 mmol) and 80 mg trimethylchlorsilan (MW: 108.64, 0.75 mmol) in 2 ml N-methyl-pyrrolidin-2-one. Yield: 70 mg, 46%. MS: 614.7 (M+H)+, 612.7 (M+H)−, Method ESI+, ESI−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133213B2
Source datasetuspto-grants-2015_09
ORD IDord-21a943efda85480788bcd6193dfabf4e
Source noteuspto-grants-2015_09