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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1025955Generated: October 30, 2026

2,2,2-Trifluoroethanol → 4-(4-Chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyrimidine-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/1025955

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2,2-TrifluoroethanolHCID 6409—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 4-(4-chlorophenyl)-5-fluoropyrimidine-2-carboxylateHCID 66678591—
SolventDimethyl SulfoxideHCID 679—
Product4-(4-Chloro-phenyl)-5-(2,2,2-trifluoro-ethoxy)-pyrimidine-2-carboxylic acid methyl esterHCID 6668708786.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 0.143 g 4-(4-chloro-phenyl)-5-fluoro-pyrimidine-2-carboxylic acid methyl ester in 1.5 ml dried DMSO was added 192 mg of cesium carbonate and 0.059 g of 2,2,2-trifluoroethanol and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was partitioned between water and ethyl acetate, the phases were separated and the organic phase was dried with MgSO4 and purified by chromatography on silica gel with a gradient of heptane:ethyl acetate=9:1 to 1:1 to yield 161 mg (86.60%) of the title compound as white solid, MS 347.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729105B2
Source datasetuspto-grants-2014_05
ORD IDord-85efa97045de493baecf7d59b685b8f4
Source noteuspto-grants-2014_05