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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395567Generated: October 30, 2026

Hydrochloric Acid → n-((5s)-3-(4-(2s-(Pyrimidin-2-yl)thiomethyl-2,5-dihydropyrrol-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamide

https://huagongshe.com/reaction/395567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetone hydrogen chlorideHCID 19044839—
Reactantn-((5s)-3-(4-(2s-(Pyrimidin-2-yl)thiomethyl-1-trityl-2,5-dihydropyrrol-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamideHCID 69997770—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
Productn-((5s)-3-(4-(2s-(Pyrimidin-2-yl)thiomethyl-2,5-dihydropyrrol-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamideHCID 6999885792%

Reaction Steps

The N-trityl compound (Example 30, 0.528 g, 0.79 mM) in acetone (8 ml) at 0° C. was treated with freshly prepared HCl/acetone (4 ml) and stirred. The mixture was periodically treated with 10% HCl in water until TLC indicated consumption of starting material. The reaction mixture was then diluted with EtOAc (30 ml) and taken to pH 11 with NH4OH solution. The aqueous layer was extracted with EtOAc and the combined organics dried (MgSO4) and evaporated to a residue which was triturated with diethyl ether to give the title amine (0.309 g, 92%) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605630B1
Source datasetuspto-grants-2003_08
ORD IDord-0030985c8ff84c79b30fcf1ac4e763f2
Source noteuspto-grants-2003_08