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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852066Generated: October 30, 2026

Methyl iodide → Methyl 2-(benzyloxy)isonicotinate

https://huagongshe.com/reaction/852066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium BicarbonateHCID 516893—
Reactant2-(Benzyloxy)pyridine-4-carboxylic acidHCID 22926272—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-(benzyloxy)isonicotinateHCID 2292625297.7%

Reaction Steps

To a suspension of 2-(benzyloxy)isonicotinic acid (12.6 g) and potassium hydrogencarbonate (8.3 g) in N,N-dimethylformamide (180 mL) was added dropwise iodomethane (4.8 mL) under ice-cooling, and then stirred at room temperature for 7 hours. The reaction solution was diluted with water, and extracted with ethyl acetate. The organic layer was washed with saturated ammonium chloride (×3), and then dried over anhydrous sodium sulfate and concentrated to give the title compound as a brown oil (13.07 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253178B2
Source datasetuspto-grants-2007_08
ORD IDord-b1fb28f39a8a44aeb437aa620db3eb4e
Source noteuspto-grants-2007_08