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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054155Generated: November 2, 2026

Dichloromethane → 2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dione

https://huagongshe.com/reaction/1054155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTetrahydrofuranHCID 8028—
Reactant2-((2R)-2-hydroxy-3-((4-(3-oxomorpholin-4-yl)phenyl)amino)propyl)-1H-isoindole-1,3(2H)-dioneHCID 11516758—
Product2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dioneHCID 11690317—

Reaction Conditions

Temperature42.5 °C

Reaction Steps

In a four neck round bottom flask, charged dichloromethane (3400 ml), 2-((2R)-2-Hydroxy-3-{[4-(3-oxo-4-morpholinyl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione (340 g) and N,N′-dicarbonyldiimidazole (209.13 g) at 25 to 30° C. The obtained reaction mass then stirred for 8 hr. at 25 to 30° C. Reaction mass is concentrated under reduced pressure to obtain residue. Added tetrahydrofuran (1700 ml) to residue. The obtained mixture is heated to 40 to 45° C. for 30 minutes followed by cooling to room temperature. Finally obtained solid is filtered off and washed by tetrahydrofuran(170 ml)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394292B2
Source datasetuspto-grants-2016_07
ORD IDord-a4f194c56b274d49952a2fbdbc09f3b0
Source noteuspto-grants-2016_07