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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395568Generated: October 29, 2026

Chloroform → n-((5s)-3-(4-(1-Formyl-2s-(pyrimidin-2-yl)thiomethyl-2,5-dihydropyrrol-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamide

https://huagongshe.com/reaction/395568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantDichloromethaneHCID 6344—
ReactantEthyl formateHCID 8025—
Reactantn-((5s)-3-(4-(2s-(Pyrimidin-2-yl)thiomethyl-2,5-dihydropyrrol-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamideHCID 69998857—
Productn-((5s)-3-(4-(1-Formyl-2s-(pyrimidin-2-yl)thiomethyl-2,5-dihydropyrrol-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamideHCID 8809555420%

Reaction Steps

The amine (Reference Example 7, 0.048 g, 0.11 mM) was refluxed in ethyl formate (3 ml). After 2 hours, chloroform (1 ml) and dichloromethane (1 ml) was added to solublise the precipitate. After 70 hours the solution was evaporated and the residue dissolved in acetonitrile/EtOAc (1:1) and the precipitate removed by filtration. The mother liquor was purified by Isolute chromatography (using as eluant a mixture increasing in polarity from 50% to 70% MeCN in EtOAc) to give after trituration with diethyl ether the title product (0.010 g, 20%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605630B1
Source datasetuspto-grants-2003_08
ORD IDord-7446e6d16f404f23a3bbfea95e7a722c
Source noteuspto-grants-2003_08