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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024897Generated: October 29, 2026

Sodium hydride → HCID 86619878, compound

https://huagongshe.com/reaction/1024897

Reaction equation

Participants

RoleNameHCIDCharge
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, 1120 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 numberUS08722883B2
Source datasetuspto-grants-2014_05
ORD IDord-4edeab0830ab4368940e301535cf490a
Source noteuspto-grants-2014_05