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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388780Generated: November 1, 2026

Water → HCID 86619878, compound

https://huagongshe.com/reaction/2388780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant878385-72-9HCID 7062393—
Reactant4,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidineHCID 85928037—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86619878HCID 86619878—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of 4,6-Dichloro-2-[(2,3-difluorobenzyl)thio]pyrimidine (the product of Example 1, step ii) (0.25 g) and 1,1-dimethylethyl (S)-4-hydroxyisoxazolidine-2-carboxylate (0.16 g) in dry THF (5 mL) was added 60% Sodium hydride (0.034 g) over 5 min. The reaction mixture was stirred and heated at 60° C. for 7 days, H2O was added and the solvents were partially evaporated. The residue was extracted with EtOAc which was washed with H2O, dried (MgSO4) and the solvent evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel, eluting with Et2O/iso-hexane (1:9) to give the subtitle compound as a gum. Yield: 0.15 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269002B2
Source datasetuspto-grants-2012_09
ORD IDord-b512313d7885419e83e3f99d6d76f858
Source noteuspto-grants-2012_09