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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888753Generated: November 3, 2026

Potassium Carbonate → 2-Bromo-5-(cyclopropylmethoxy)pyridine

https://huagongshe.com/reaction/1888753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBromomethylcyclopropaneHCID 81503—
Reactant2-Bromo-5-hydroxypyridineHCID 2762865—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-Bromo-5-(cyclopropylmethoxy)pyridineHCID 5782179696.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 6-bromopyridin-3-ol (5.00 g, 28.8 mmol) in DMF (50 mL) were added potassium carbonate (7.96 g, 55.6 mmol) and (bromomethyl)cyclopropane (4.18 mL, 43.1 mmol), and the mixture was stirred at 60° C. for 30 min. The reaction mixture was diluted with ethyl acetate, and the mixture was washed three times 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=19:1 to 1:1) to give the title compound (6.32 g, yield 96%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501804B2
Source datasetuspto-grants-2013_08
ORD IDord-89ef87a90f83479992b844794754357f
Source noteuspto-grants-2013_08