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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1468793Generated: November 2, 2026

Sodium hydride → HCID 67977677, compound

https://huagongshe.com/reaction/1468793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactantalpha-HydroxyacetophenoneHCID 68490—
Reactant2-Chloro-3-methyl-6-(pyrimidin-4-YL)pyrimidin-4-oneHCID 17954460—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67977677HCID 679776775.1%

Reaction Steps

To a suspension of sodium hydride (60 wt % in oil, 0.23 g, 6.3 mmol) in tetrahydrofuran (5 ml) was added 2-hydroxyacetophenone (0.92 g, 6.75 mmol) in tetrahydrofuran (5 ml) and the mixture was stirred at room temperature. After 30 minutes, 2-chloro-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (1.0 g, 4.5 mmol) was added. The mixture was stirred under reflux for 8 hours. The mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent; ethyl acetate) to afford 1-methyl-2-(2-oxo-2-phenyl-ethoxy)-1H-[4,4′]bipyrimidinyl-6-one (75 mg, 0.23 mmol, 5%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006232B2
Source datasetuspto-grants-2015_04
ORD IDord-d6ef741eb6574f48b94619034c089490
Source noteuspto-grants-2015_04