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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923454Generated: November 2, 2026

Cyanomethylenetributylphosphorane → Ethyl 8-[(3-fluoropyridin-2-yl)methoxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylate

https://huagongshe.com/reaction/923454

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanomethylenetributylphosphoraneHCID 4622928—
Reactant(3-Fluoropyridin-2-yl)methanolHCID 19703803—
ReactantEthyl 8-hydroxy-2-methylimidazo[1,2-a]pyridine-3-carboxylateHCID 21717316—
SolventTolueneHCID 1140—
ProductEthyl 8-[(3-fluoropyridin-2-yl)methoxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylateHCID 8671821171.9%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 2 g of ethyl 8-hydroxy-2-methylimidazo[1,2-a]pyridine-3-carboxylate, 2 g of (3-fluoropyridin-2-yl)methanol, 4 g of (tributylphosphoranyliden)acetonitrile, and 40 ml of toluene was stirred at 110° C. for 2 hours. The reaction mixture was concentrated under reduced pressure, water was added thereto, and the precipitated solid was collected by filtration. The obtained residue was purified by silica gel column chromatography to obtain 2.15 g of ethyl 8-[(3-fluoropyridin-2-yl)methoxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278968B2
Source datasetuspto-grants-2016_03
ORD IDord-8b8173e177f74bd29ba9e7986e33d7a9
Source noteuspto-grants-2016_03