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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602377Generated: October 31, 2026

Methyl iodide → Methyl 2-chloropyridine-4-carboxylate

https://huagongshe.com/reaction/602377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloroisonicotinic acidHCID 236985—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
ProductMethyl 2-chloropyridine-4-carboxylateHCID 273684298%

Reaction Steps

2-Chloroisonicotinic acid (300 mg, 1.91 mmol), potassium carbonate (790 mg, 5.72 mmol) and methyl iodide (360 μL, 5.72 mmol) was dissolved in DMF (4.5 mL) and the solution was stirred at room temperature for 4 hours. The reaction mixture was added with saturated brine and ethyl acetate, and the organic layer was separated, followed by washing with saturated brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to obtain methyl 2-chloroisonicotinate (320 mg, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906522B2
Source datasetuspto-grants-2011_03
ORD IDord-084e601d8ada40249ee1d23c06e60759
Source noteuspto-grants-2011_03