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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167472Generated: October 25, 2026

(5R)-3-[3-fluoro-4-(3-hydroxyazetidin-1-yl)phenyl]-5-(isoxazol-3-yloxymethyl)oxazolidin-2-one → (5R)-3-[3-fluoro-4-(4-methylimidazol-1-yl)phenyl]-5-(isoxazol-3-yloxymethyl)oxazolidin-2-one

https://huagongshe.com/reaction/1167472

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(5R)-3-[3-fluoro-4-(3-hydroxyazetidin-1-yl)phenyl]-5-(isoxazol-3-yloxymethyl)oxazolidin-2-oneHCID 497421—
Reactant(5R)-3-(3-Fluoro-4-(4-methylimidazol-1-yl)phenyl)-5-hydroxymethyloxazolidin-2-oneHCID 21356561—
Product(5R)-3-[3-fluoro-4-(4-methylimidazol-1-yl)phenyl]-5-(isoxazol-3-yloxymethyl)oxazolidin-2-oneHCID 497413—

Reaction Steps

Using essentially the same procedure as for the intermediate of Example 65, but starting with 3-(3-fluoro-4-(4-methyl-imidazol-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one (see Example 141; 81 mg, 0.29 mmol), and purifying by chromatography on a 5 g silica Mega Bond Elut® column, eluting with a gradient increasing in polarity from 0 to 2.5% MeOH in dichloromethane, gave the title compound (80 mg). MS (ESP): 359 (MH+) for C17H15FN4O4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06617339B1
Source datasetuspto-grants-2003_09
ORD IDord-676689885d374ceda4ff464daee93722
Source noteuspto-grants-2003_09