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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1426352Generated: October 30, 2026

Sodium hydride → tert-Butyl 4-{[6-chloro-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate

https://huagongshe.com/reaction/1426352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
Reactant4,6-Dichloro-2-trifluoromethylpyrimidineHCID 15713197—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 4-{[6-chloro-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylateHCID 86666510—

Reaction Conditions

Temperature0 °C

Reaction Steps

In a reaction flask, tert-butyl 4-hydroxypiperidine-1-carboxylate (2.02 g, 10.0 mmol) and 4,6-dichloro-2-(trifluoromethyl)pyrimidine (2.18 g, 10.0 mmol) were dissolved in THF (19.7 mL) and cooled to 0° C. Sodium hydride (0.603 g, 15.1 mmol) was added and then the mixture was stirred for 30 minutes at 0° C. and at 25° C. for another 16 hours. The reaction was quenched with water, and was extracted with ethyl acetate and the organic extracts were washed with water, brine, dried over MgSC4, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933085B2
Source datasetuspto-grants-2015_01
ORD IDord-f2b37a3b79c242f98bd1c74c40c5616f
Source noteuspto-grants-2015_01