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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675960Generated: October 26, 2026

Sodium Methoxide → 6-Iodo-2,3-dimethoxypyridine

https://huagongshe.com/reaction/1675960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant2-Bromo-6-iodo-3-methoxypyridineHCID 11099040—
SolventDimethylformamideHCID 6228—
Product6-Iodo-2,3-dimethoxypyridineHCID 45361746—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-bromo-3-methoxy-6-iodopyridine (11-3, 34 g, 162 mmol) in DMF (65 mL) was added sodium methoxide (37 mL, 162 mmol) and heated to 100° C. The mixture was stirred for 10 minutes and partitioned between saturated NaHCO3 and DCM. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated. The crude material was purified by gradient elution on silica (0 to 20% EtOAc in hexanes) to afford the title compound (11-4) as a white powder. ESI+MS [M+H]+ C7H8INO2: 265.8 found, 266.0 required

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003797B2
Source datasetuspto-grants-2011_08
ORD IDord-f3625607048842e0a661da2d5d3cd9bb
Source noteuspto-grants-2011_08