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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388776Generated: November 2, 2026

Water → 4-Chloro-2-([(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine

https://huagongshe.com/reaction/2388776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantN-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[2-hydroxy-1-(hydroxymethyl)ethoxy]-4-pyrimidinyl]-1-azetidinesulfonamideHCID 11698344—
Reactant4,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidineHCID 85928037—
SolventMethanolHCID 887—
Product4-Chloro-2-([(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidineHCID 86619877—

Reaction Steps

To a stirred solution of 4,6-Dichloro-2-[(2,3-difluorobenzyl)thio]pyrimidine (the product of Example 1, step (5 g) in dry methanol (40 mL) was added 60% sodium hydride (0.68 g) batchwise over 5 min. The reaction mixture was stirred for 5 h, H2O 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 (5:95) to give the subtitle compound as a white solid. Yield: 4.05 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269002B2
Source datasetuspto-grants-2012_09
ORD IDord-aea6ecf942bd441292c2d940c7909240
Source noteuspto-grants-2012_09