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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582349Generated: October 30, 2026

Potassium Carbonate → N-[(3S)-1-[2-fluoro-4-[(5S)-5-[(isoxazol-3-ylamino)methyl]-2-oxo-oxazolidin-3-yl]phenyl]pyrrolidin-3-yl]-2-hydroxy-acetamide

https://huagongshe.com/reaction/1582349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-(4-(3(S)-Acetoxyacetamidopyrrolidin-1-yl)-3-fluorophenyl)-5(S)-(3-isoxazolylamino-methyl)oxazolidin-2-oneHCID 69584964—
SolventMethanolHCID 887—
ProductN-[(3S)-1-[2-fluoro-4-[(5S)-5-[(isoxazol-3-ylamino)methyl]-2-oxo-oxazolidin-3-yl]phenyl]pyrrolidin-3-yl]-2-hydroxy-acetamideHCID 49743180.7%

Reaction Steps

3-(4-(3(S)-Acetoxyacetamidopyrrolidin-1-yl)-3-fluorophenyl)-5(S)-(3-isoxazolylaminomethyl)oxazolidin-2-one (105 mg, 0.23 mM) and potassium carbonate (300 mg, 2.2 mM) were stirred at ambient temperature under nitrogen in methanol (20 ml) for 20 minutes. The mixture was evaporated to dryness and triturated with water (10 ml) to gave the desired product (77 mg ). NMR (DMSO-d6) δ: 1.83 (hextet, 1H); 2.14 (hextet, 1H); 3.20 (m, 1H); 3.29 (m overlapped by H2O, ˜1H); 3.42 (t overlapping m, 3H); 3.49 (m, 1H); 3.75 (dd, 1H); 3.82 (s, 2H); 4.07 (t, 1H); 4.37 (m, 1H); 4.83 (m, 1H); 5.37 (br, 1H); 6.00 (d, 1H); 6.51 (t, 1H); 6.75 (t, 1H); 7.10 (dd, 1H); 7.41 (dd, 1H); 7.85 (d, 1H); 8.37 (d, 1H). MS (ESP): 420 (MH+) for C19H22FN5O5

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06734200B1
Source datasetuspto-grants-2004_05
ORD IDord-2d4a3d18f7954dd18696886ee806d5bb
Source noteuspto-grants-2004_05