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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696279Generated: November 2, 2026

Methyl iodide → Methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

https://huagongshe.com/reaction/1696279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 5-bromo-6-hydroxynicotinateHCID 2764315—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylateHCID 59354302—

Reaction Steps

A mixture of methyl 5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylate (1.5 g, 6.5 mmol) and potassium carbonate (0.99 g, 7.15 mmol) in DMF (25 mL) was stirred at room temperature for 15 min followed by the addition of methyl iodide (0.42 mL, 6.83 mmol). The resulting suspension was stirred at room temperature for 17 h. The mixture was partitioned between ethylacetate and water. The organic phase was separated and the aqueous phase was extracted with ethylacetate. The organic extracts were combined, washed with brine, dried over MgSO4 and concentrated to afford the title compound as a light yellow solid. MS m/z: 246 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163766B2
Source datasetuspto-grants-2012_04
ORD IDord-ace606cb73b64ebda52f186d072b67c5
Source noteuspto-grants-2012_04