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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517689Generated: October 30, 2026

Sodium hydride → HCID 90405754, compound

https://huagongshe.com/reaction/517689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-5-(trifluoromethyl)pyrimidineHCID 13317019—
ReactantHCID 68440174HCID 68440174—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90405754HCID 9040575472.3%

Reaction Steps

To (2S,3R)-tert-butyl 3-hydroxy-2-methylpiperidine-1-carboxylate (670 mg, prepared according to J. Org. Chem. 2008, 73, 2898) in THF (15 mL) at 0° C. was added NaH (60 wt %, 188 mg). After 15 min, 2-chloro-5-(trifluoromethyl)pyrimidine (570 mg) was added and the reaction allowed to proceed at rt overnight. The reaction was diluted with H2O and extracted with DCM. The organic layers were dried (MgSO4). Purification via silica gel chromatography (0-40% EtOAc in heptane) gave the title compound (813 mg, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115117B2
Source datasetuspto-grants-2015_08
ORD IDord-565ff7de5f784e06b0206158f80a0d94
Source noteuspto-grants-2015_08