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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054156Generated: November 2, 2026

Hydrochloric Acid → 4-(4-((5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl)phenyl)morpholin-3-one hydrochloride

https://huagongshe.com/reaction/1054156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethylamineHCID 6329—
Reactant2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dioneHCID 11690317—
SolventMethanolHCID 887—
Product4-(4-((5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl)phenyl)morpholin-3-one hydrochlorideHCID 16037077—

Reaction Conditions

Temperature27.5 °C

Reaction Steps

In a four neck round bottom flask, charged methanol (2900 ml), 2-([(5S)-2-Oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione (290 g), and 40% aqueous methylamine (265 g) at 25 to 30° C. Reaction mass is stirred for 1 h at 25 to 30° C. and then heated to 60 to 65° C., and maintained at same temperature for 4 h. Reaction mixture then cooled to 25 to 30° C. and added conc. hydrochloric acid (290 ml, pH should be 1 to 2) and stirred for 30 minutes. Obtained solid is filtered off and washed by chilled methanol (290 ml).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394292B2
Source datasetuspto-grants-2016_07
ORD IDord-66111dddfbe54fe891af7aa26aacf3b7
Source noteuspto-grants-2016_07