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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602143Generated: October 30, 2026

Water → 2-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidin-1-yl]benzaldehyde

https://huagongshe.com/reaction/602143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactanto-FluorobenzaldehydeHCID 67970—
Reactant3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidineHCID 57572149—
SolventDimethyl SulfoxideHCID 679—
Product2-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidin-1-yl]benzaldehydeHCID 5899261261.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidine (59.1 mg, 0.183 mmol) and 2-fluorobenzaldehyde (0.0984 mL, 0.915 mmol) were dissolved in dimethylsulfoxide (2 mL). To this solution, cesium carbonate (119 mg, 0.366 mmol) was added and the mixture was stirred at 130° C. for 3 hours. Subsequently, water was added and the mixture was extracted with ethyl acetate and the extracted washed with brine, followed by drying over magnesium sulfate and evaporation of the solvent. Purification of the resulting residue by silica gel column chromatography (hexane:ethyl acetate=20:1->5:1) gave 47.8 mg (61%) of the desired compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902367B2
Source datasetuspto-grants-2011_03
ORD IDord-1dc97ea5c79b4b67a21d3623a6c8e23e
Source noteuspto-grants-2011_03