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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844174Generated: October 31, 2026

Cesium carbonate → Ethyl 8-[(3,3-difluorocyclobutyl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate

https://huagongshe.com/reaction/1844174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1132843-09-4HCID 58223412—
ReactantEthyl 8-hydroxy-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylateHCID 86717883—
SolventDimethylformamideHCID 6228—
ProductEthyl 8-[(3,3-difluorocyclobutyl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylateHCID 86718191—

Reaction Conditions

Temperature60 °C

Reaction Steps

1.85 g (7.89 mmol) of ethyl 8-hydroxy-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate Example 87A and 2.37 g (9.47 mmol) of (3,3-difluorocyclobutyl)methyl methanesulphonate Example 105A were initially charged in 104 ml of DMF, and 10.28 g (31.56 mmol) of caesium carbonate were added. The reaction mixture was stirred at 60° C. overnight. After cooling, the reaction mixture was filtered, the solid was washed thoroughly with ethyl acetate, the filtrate was concentrated and about 150 ml of water were added to the residue. The solid formed was filtered off and dried under high vacuum. This gave 2.51 g (89% of theory; purity 95%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946215B2
Source datasetuspto-grants-2015_02
ORD IDord-4fbd1659be474af8b07214e5e99bd258
Source noteuspto-grants-2015_02