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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043889Generated: October 31, 2026

Dimethylformamide → 3-Bromo-6-methoxy-2,4-dimethylpyridine

https://huagongshe.com/reaction/1043889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium MethoxideHCID 10942334—
Reactant3-Bromo-6-chloro-2,4-dimethylpyridineHCID 71464351—
SolventWaterHCID 962—
Product3-Bromo-6-methoxy-2,4-dimethylpyridineHCID 11241381—

Reaction Conditions

Temperature60 °C

Reaction Steps

3-bromo-6-chloro-2,4-dimethylpyridine obtained in Preparation Example 21 (200 mg) was added to DMF (1 mL). Sodium methoxide (28% solution in methanol, 0.741 mL) was added to the solution, and the mixture was stirred at 60° C. for 15 hours. Water was added to the reaction mixture, followed by extraction with diethyl ether. The organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 0% to 10%) to give the title compound (172 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563565B2
Source datasetuspto-grants-2013_10
ORD IDord-9d9fa4fc783643cb9777faa0cab256b9
Source noteuspto-grants-2013_10