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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388906Generated: October 30, 2026

1,3-Propanediol → 3-({6-Chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl}oxy)propan-1-ol

https://huagongshe.com/reaction/2388906

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-PropanediolHCID 10442—
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—
SolventTetrahydrofuranHCID 8028—
Product3-({6-Chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl}oxy)propan-1-olHCID 86619894—

Reaction Steps

To a solution of 4,6-dichloro-2-[(2,3-difluorobenzyl)thio]pyrimidine (the product of example 1 step 3 g) and propane-1,3-diol (1.1 g) in THF (50 ml) was added NaH (390 mg) slowly and the reaction was then allowed to stir at room temperature for 18 h. The reaction mixture was then partitioned between DCM (150 ml) and H2O (100 ml). The organics were separated and the aqueous layer was re-extracted with DCM (2×150 ml). Organics were combined, dried (MgSO4) and reduced in vacuo to give the subtitle compound as a yellow oil. Yield 2.9 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269002B2
Source datasetuspto-grants-2012_09
ORD IDord-b6d0620b155849ccbf12d44b5dcb7001
Source noteuspto-grants-2012_09