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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379537Generated: October 30, 2026

Sodium hydride → HCID 18366572, compound

https://huagongshe.com/reaction/379537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
Reactant4,5-Dichloro-6-ethylpyrimidineHCID 11137668—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18366572HCID 18366572—

Reaction Steps

0.4 g (10 mmol) of sodium hydride (80% dispersion in oil) was added to a solution of 2.0 g (10 mmol) of 1-(tert-butoxycarbonylpiperidin-4-ol and 1.8 g (10 mmol) of 4,5-dichloro-6-ethylpyrimidine in 25 ml of tetrahydrofuran, and the mixture was stirred for 2 hours at room temperature for 1 hour at reflux. After cooling, the mixture was concentrated, the residue was taken up in water/toluene, and the organic phase was dried and concentrated. For purification, the product was chromatographed on silica gel (petroleum ether/ethyl acetate 7:3). This gave 2.5 g (73.5% of theory) of a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300333B1
Source datasetuspto-grants-2001_10
ORD IDord-9928fc2bbafc4627a045041ec19ca999
Source noteuspto-grants-2001_10