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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351868Generated: October 25, 2026

2,6-Di-tert-butylpyridine → 5-(S)-Acetamidomethyl-3-[4'-formamido-3'-fluorophenyl]oxazolidine-2-one

https://huagongshe.com/reaction/351868

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Di-tert-butylpyridineHCID 68510—
Reactant4-Nitrophenyl formateHCID 74628—
Reactant(S)-N-[3-[3-Fluoro-4-aminophenyl]-2-oxo-5-oxazolidinyl]methylacetamideHCID 10778218—
SolventTetrahydrofuranHCID 8028—
Product5-(S)-Acetamidomethyl-3-[4'-formamido-3'-fluorophenyl]oxazolidine-2-oneHCID 2296619085.1%

Reaction Steps

A solution of 5-(S)-acetamidomethyl-3-[4′-amino-3′-fluorophenyl]-oxazolidine-2-one (0.200 g, 0.748 mmol), p-nitrophenyl formate (0.188 g, 1.12 mmol), and 2,6-di-(tert-butyl)pyridine (0.336 mL, 1.50 mmol) in THF (4 mL) was stirred at 65° C. overnight. Solvent was removed under vacuum and the residue purified by PTLC (30% acetone in DCM) to give product as a white solid (0.188 g, 85%). M.p. 196-8° C.; MS (m/z): [M+H]+=296.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06743811B2
Source datasetuspto-grants-2004_06
ORD IDord-77e4da8371a04de5a609669748cff5be
Source noteuspto-grants-2004_06