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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672775Generated: November 1, 2026

Methyl iodide → Methyl 5-bromopyridine-3-carboxylate

https://huagongshe.com/reaction/1672775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromonicotinic acidHCID 88707—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 5-bromopyridine-3-carboxylateHCID 69933663%

Reaction Steps

5-Bromonicotinic acid (15.0 g, 74.3 mmol) was dissolved in DMF (200 mL), and the mixture was stirred at room temperature for 3 hours after adding potassium carbonate (15.4 g, 0.111 mol) and methyl iodide (9.25 mL, 0.149 mol). The mixture was diluted with ethyl acetate, and washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give methyl 5-bromonicotinate (10.0 g, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998954B2
Source datasetuspto-grants-2011_08
ORD IDord-01c9afc919c04098a76e7d1214695e29
Source noteuspto-grants-2011_08