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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1175352Generated: October 30, 2026

Sodium Bicarbonate → N-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[2-hydroxy-1-(hydroxymethyl)-1-methylethoxy]-4-pyrimidinyl]-1-azetidinesulfonamide

https://huagongshe.com/reaction/1175352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantN-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[(2,2,5-trimethyl-1,3-dioxan-5-yl)oxy]-4-pyrimidinyl]-1-azetidinesulfonamideHCID 53628343—
CatalystTrichloroiron;hexahydrateHCID 16211236—
SolventDichloromethaneHCID 6344—
ProductN-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[2-hydroxy-1-(hydroxymethyl)-1-methylethoxy]-4-pyrimidinyl]-1-azetidinesulfonamideHCID 11677275—

Reaction Steps

To a suspension of N-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[(2,2,5-trimethyl-1,3-dioxan-5-yl)oxy]-4-pyrimidinyl]-1-azetidinesulfonamide (the product from step ii) (0.46 g) in DCM (15 mL) was added iron (III) chloride hexahydrate (0.85 g) and the mixture was stirred and ambient temperature for 30 min. A saturated solution of sodium hydrogencarbonate was added and then extracted with DCM (×4). The combined organic layers were dried (MgSO4), filtered and evaporated. The residue was purified by column chromatography on silica gel using a MeOH/DCM (99:1 to 98:2 gradient) as eluent to give the title compound as a white foam Yield: 100 mg

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838675B2
Source datasetuspto-grants-2010_11
ORD IDord-9460082260c64627a6f1d52099b0ff93
Source noteuspto-grants-2010_11