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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645495Generated: October 29, 2026

Sodium hydride → HCID 71648594, compound

https://huagongshe.com/reaction/645495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4,6-Dichloro-2-(methylthio)pyrimidineHCID 80531—
Reactant1-(tert-Butoxycarbonyl)-4-(2-hydroxyethyl)piperidineHCID 854140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 71648594HCID 71648594—

Reaction Steps

NaH (6.4 mmol) is added to a solution of 4-(2-hydroxy-ethyl)piperidine-1-carboxylic acid tert-butyl ester (5.3 mmol) in THF (10 mL) at 0° C. After stirring at room temperature for 30 min, a solution of 4,6-dichloro-2-methylsulfanyl-pyrimidine (5.3 mmol) in THF (10 mL) is added dropwise to the reaction mixture. The reaction mixture is stirred at room temperature for 12 h and quenched by H2O. The mixture is extracted with AcOEt. The organic layer is washed with H2O, dried over MgSO4 and evaporated in vacuo to give a crude 4-[2-(6-chloro-2-methylsulfanylpyrimidin-4-yloxy)ethyl]piperidine-1-carboxylic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07704996B2
Source datasetuspto-grants-2010_04
ORD IDord-75b1a57c11ca41dbb86517c1afd7a7de
Source noteuspto-grants-2010_04