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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026335Generated: October 25, 2026

Dimethylformamide → 2-Bromo-5-ethoxypyridine

https://huagongshe.com/reaction/1026335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-5-hydroxypyridineHCID 2762865—
SolventWaterHCID 962—
Product2-Bromo-5-ethoxypyridineHCID 23436892—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 6-bromopyridin-3-ol (7.58 g), iodoethane (5.23 mL), potassium carbonate (9.03 g), and DMF (80 mL) was stirred at 60° C. for 3 hr. 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 (7.58 g) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729102B2
Source datasetuspto-grants-2014_05
ORD IDord-c4a47108c9424dc2a4060028387f930c
Source noteuspto-grants-2014_05