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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541148Generated: November 1, 2026

Dimethylformamide → 2-Chloro-5-methoxypyridine

https://huagongshe.com/reaction/541148

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 numberUS08871934B2
Source datasetuspto-grants-2014_10
ORD IDord-e3bd58d2ee4a48a0b11f5c784f2e9c5b
Source noteuspto-grants-2014_10