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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619446Generated: October 27, 2026

Cesium carbonate → 4-((4-(2,2-Dimethyl-1,3-dioxan-5-yl)phenoxy)methyl)-2-(1-(pyrimidin-2-yl)piperidin-4-yl)thiazole

https://huagongshe.com/reaction/1619446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-(2,2-Dimethyl-1,3-dioxan-5-yl)phenolHCID 67510256—
Reactant(2-(1-(Pyrimidin-2-yl)piperidin-4-yl)thiazol-4-yl)methyl methanesulfonateHCID 86665164—
SolventDimethylformamideHCID 6228—
Product4-((4-(2,2-Dimethyl-1,3-dioxan-5-yl)phenoxy)methyl)-2-(1-(pyrimidin-2-yl)piperidin-4-yl)thiazoleHCID 67510151114.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

Cesium carbonate (735 mg, 0.0022 moles) was added to a solution of (2-(1-(pyrimidin-2-yl)piperidin-4-yl)thiazol-4-yl)methyl methanesulfonate (490 gm, 0.00112 moles) and 4-(2,2-dimethyl-1,3-dioxan-5-yl)phenol (281 mg, 0.001384 moles) in DMF (10 ml) and the reaction mixture was stirred at 60° C. for 2 hours. Then the reaction mixture was then poured into ice cold water and extracted with ethyl acetate. The organic extract was successively washed with water & brine, dried over sodium sulfate and concentrated under reduced pressure. The crude product so obtained was purified by column chromatography (silica gel) using 22% ethyl acetate in hexane as eluent to obtain 600 mg product as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772302B2
Source datasetuspto-grants-2014_07
ORD IDord-d22b4ba1dc814256b05d29b7481e2133
Source noteuspto-grants-2014_07