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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368110Generated: October 31, 2026

Water → 5-Bromo-2-(cyclopropylmethoxy)pyridine

https://huagongshe.com/reaction/2368110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2,5-DibromopyridineHCID 69353—
ReactantCyclopropanemethanolHCID 75644—
SolventDimethylformamideHCID 6228—
Product5-Bromo-2-(cyclopropylmethoxy)pyridineHCID 21914279—

Reaction Steps

To a solution of cyclopropylmethanol (0.890 mL) in DMF (30 mL) was added sodium hydride (oil, 60%, 440 mg), and the mixture was stirred at room temperature for 10 min. To this mixture was added 2,5-dibromopyridine (2.00 g), and the mixture was stirred at 70° C. for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed twice with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1.88 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703758B2
Source datasetuspto-grants-2014_04
ORD IDord-a90062d031f248a68ae52fe04701b0fc
Source noteuspto-grants-2014_04