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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948577Generated: October 31, 2026

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

https://huagongshe.com/reaction/1948577

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 (7-3, 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 (7-4) as a white powder. ESI+ MS [M+H]+ C7H8INO2: 265.8 found, 266.0 required.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399494B2
Source datasetuspto-grants-2013_03
ORD IDord-c7c292ccbd1642a892f0c049e9d8f582
Source noteuspto-grants-2013_03