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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026339Generated: November 3, 2026

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

https://huagongshe.com/reaction/1026339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantBromomethylcyclopropaneHCID 81503—
Reactant2-Bromo-5-hydroxypyridineHCID 2762865—
SolventWaterHCID 962—
Product2-Bromo-5-(cyclopropylmethoxy)pyridineHCID 5782179691.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 6-bromopyridin-3-ol (10.0 g), (bromomethyl)cyclopropane (7.76 g), potassium carbonate (11.9 g), and DMF (100 mL) was stirred at 60° C. overnight. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (12.0 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729102B2
Source datasetuspto-grants-2014_05
ORD IDord-e73a977f534d479799b49d3982f0798e
Source noteuspto-grants-2014_05