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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556507Generated: October 25, 2026

Methyl iodide → 3-Methoxy-6-methyl-2-nitropyridine

https://huagongshe.com/reaction/556507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Methyl-2-nitropyridin-3-olHCID 84801—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-Methoxy-6-methyl-2-nitropyridineHCID 272796578%

Reaction Steps

Potassium carbonate (4.15 g) and methyl iodide (2.80 ml) were added to a solution of 6-methyl-2-nitro-3-hydroxypyridine (4.63 g) in DMF (120 ml), and the mixture was stirred at room temperature for 14 hours. The reaction mixture was distributed between ethylacetate and water. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was recrystallized from ethyl acetate/hexane to give the title compound (3.94 g) as needle crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058280B2
Source datasetuspto-grants-2011_11
ORD IDord-790cdb394a3244eea0a64fec920468fa
Source noteuspto-grants-2011_11