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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233590Generated: November 1, 2026

Thiazole → 2-Chloro-4-[4-(tetrahydro-pyran-2-yloxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile

https://huagongshe.com/reaction/2233590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiazoleHCID 9256—
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-4-hydroxybenzonitrileHCID 592797—
Reactant5-(chloromethyl)-4-[(tetrahydro-2H-pyran-2-yloxy)methyl]-2-[4-(trifluoromethyl)phenyl]-1,3-thiazoleHCID 21109459—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-Chloro-4-[4-(tetrahydro-pyran-2-yloxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrileHCID 59296130105.2%

Reaction Steps

3.0 g 5-(Chloromethyl)-4-[(tetrahydro-2H-pyran-2-yloxy)methyl]-2-[4-(trifluormethyl)phenyl]-1,3-thiazole (synthesis is described in WO2002/067912) thiazole were dissolved in 100 ml dimethylformamide. 5.0 g of cesium carbonate and 1.53 g 2-Chloro-4-hydroxybenzonitrile were added and the mixture was stirred at room temperature overnight. Then 300 ml of ethylacetate were added, the mixture washed three times with saturated NaHCO3 solution and brine then dried over MgSO4. The solvent was removed in vacuo to obtain 4.1 g of crude 2-Chloro-4-[4-(tetrahydro-pyran-2-yloxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile as yellow oil. This material was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709509B2
Source datasetuspto-grants-2010_05
ORD IDord-3500fc2fa63d4dfa9978e28ac6cdb6d1
Source noteuspto-grants-2010_05