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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685087Generated: November 2, 2026

Ethyl Acetate → 1-(2,4-Dimethoxybenzyl)-3-(3-fluorobenzyl)-1-(4-((2-oxooxazolidin-3-yl)methyl)thiazol-2-yl)urea

https://huagongshe.com/reaction/1685087

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant2-OxazolidinoneHCID 73949—
Reactant1-(4-(Chloromethyl)thiazol-2-yl)-1-(2,4-dimethoxybenzyl)-3-(3-fluorobenzyl)ureaHCID 58055094—
SolventDimethylformamideHCID 6228—
Product1-(2,4-Dimethoxybenzyl)-3-(3-fluorobenzyl)-1-(4-((2-oxooxazolidin-3-yl)methyl)thiazol-2-yl)ureaHCID 58055057—

Reaction Steps

1-(4-Chloromethyl-thiazol-2-yl)-1-(2,4-dimethoxy-benzyl)-3-(3-fluoro-benzyl)-urea (Intermediate 21, 0.3 mmol) was taken up in DMF (2 ml). A solution of the oxazolidin-2-one (or sultam) (1 eq.) with NaH (1 eq.) in DMF (2 ml) was added. The reaction was allowed to stir at room temperature for 2 hours. An aqueous workup with EtOAc was performed. Purified by column chromatography using a gradient of 0-100% EtOAc/hexanes to give 1-(2,4-dimethoxybenzyl)-3-(3-fluorobenzyl)-1-(4-((2-oxooxazolidin-3-yl)methyl)thiazol-2-yl)urea.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148380B2
Source datasetuspto-grants-2012_04
ORD IDord-cf0429ae297641b4968c9e49d3b69526
Source noteuspto-grants-2012_04