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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799029Generated: November 2, 2026

Dimethylformamide → 2-Chloro-5-methoxypyridine

https://huagongshe.com/reaction/1799029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-hydroxypyridineHCID 819821—
SolventEthyl AcetateHCID 8857—
Product2-Chloro-5-methoxypyridineHCID 1516900084%

Reaction Steps

Under a nitrogen atmosphere, potassium carbonate (5.52 g) was added to a mixture of 2-chloro-5-hydroxy-pyridine (2.591 g), methyl iodide (1.50 ml) and dimethylformamide (26 ml), and the mixture was stirred at room temperature for 18 hr. To the reaction mixture was added ethyl acetate and the mixture was placed in a separatory funnel. The organic layer was washed 4 times with aqueous ammonium chloride, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give the title compound (2.403 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343994B2
Source datasetuspto-grants-2013_01
ORD IDord-e51f72287a884cefa05e28294f841c59
Source noteuspto-grants-2013_01