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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776793Generated: November 1, 2026

Methyl iodide → 2,6-Dichloro-3-methoxypyridine

https://huagongshe.com/reaction/1776793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2,6-Dichloropyridin-3-olHCID 104317—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2,6-Dichloro-3-methoxypyridineHCID 7174333696%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2,6-dichloropyridin-3-ol (16.3 g, 0.1 mol) and K2CO3 (41.4 g, 0.3 mol) in DMF (200 mL) were added MeI (21.3 g, 0.15 mol). The mixture was allowed to stir at 80° C. for 2 hours. The mixture was then diluted with water (200 mL) and extracted with EtOAc (200 mL×3). The organic layer was washed with brine (200 mL×3), dried over Na2SO4, filtered and the solvent was concentrated in vacuo to provide 2,6-dichloro-3-methoxypyridine (17.0 g, yield: 96.0%). 1H-NMR (CDCl3, 400 MHz) δ 7.12˜7.18 (m, 2H), 3.86 (s, 3H). MS (M+H)+: 178/180/182.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265773B2
Source datasetuspto-grants-2016_02
ORD IDord-6b30bdf6aa0e40d780f29266bb682eb4
Source noteuspto-grants-2016_02