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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503238Generated: October 30, 2026

Sodium hydride → HCID 117778137, compound

https://huagongshe.com/reaction/1503238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant(6-Chloropyridin-3-yl)methanolHCID 177161—
Reactant4'-(Bromomethyl)-2-cyanobiphenylHCID 1501912—
SolventTetrahydrofuranHCID 8028—
ProductHCID 117778137HCID 11777813762%

Reaction Conditions

Temperature0 °C

Reaction Steps

(6-Chloropyridin-3-yl)methanol (4.3 g) was dissolved in tetrahydrofuran (150 mL), and the solution was cooled to 0° C. Sodium hydride (63%, 1.4 g) was added thereto, and the mixture was stirred at 0° C. for 1 hour. Subsequently, 4′-(bromomethyl)biphenyl-2-carbonitrile (9.0 g) was added thereto at 0° C., and the mixture was stirred at 50° C. for 19 hours. The reaction solution was brought back to room temperature, and a saturated aqueous ammonium chloride solution was added thereto. After extraction with ethyl acetate, the organic layer was dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatography (Moritex Corporation, elution solvent: hexane/ethyl acetate) to obtain the title compound (6.2 g) as a white solid (yield: 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212170B2
Source datasetuspto-grants-2015_12
ORD IDord-a3558e1ab5214f74a6a9d09f089c9a14
Source noteuspto-grants-2015_12