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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888754Generated: October 31, 2026

Cesium carbonate → 2-(Cyclopropylmethoxy)-5-iodopyridine

https://huagongshe.com/reaction/1888754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBromomethylcyclopropaneHCID 81503—
Reactant2-Hydroxy-5-iodopyridineHCID 459500—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-(Cyclopropylmethoxy)-5-iodopyridineHCID 4255316432.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-iodopyridin-2-ol (5.32 g, 24.0 mmol) in DMF (50 mL) were added cesium carbonate (23.4 g, 72.0 mmol) and (bromomethyl)cyclopropane (4.67 mL, 48.2 mmol), and the mixture was stirred at 60° C. for 15 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=4:1 to 1:4) to give the title compound (2.17 g, yield 32%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501804B2
Source datasetuspto-grants-2013_08
ORD IDord-c8e0599cd84546b7816484fbb1f630f0
Source noteuspto-grants-2013_08