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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581811Generated: November 1, 2026

2-(Trifluoromethyl)thiophene → 4-Chloro-6-methoxy-2-(5-trifluoromethyl-2-thienyl)pyrimidine

https://huagongshe.com/reaction/581811

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Trifluoromethyl)thiopheneHCID 2760785—
Reactant2,4-Dichloro-6-methoxypyrimidineHCID 3824509—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventHexaneHCID 8058—
Product4-Chloro-6-methoxy-2-(5-trifluoromethyl-2-thienyl)pyrimidineHCID 54099347—

Reaction Conditions

Temperature-40 °C

Reaction Steps

2.05 g 2-Trifluoromethylthiophene in 20 mL diethylether are treated with 8.2 mL of a 1.6 M solution of n-butyllithium in hexane at -70° C. After 30 minutes the mixture is warmed to -40° C. and added dropwise to a solution of 2,4-dichloro-6-methoxypyrimidine in 20 mL of ether, which is kept at 0° C. The mixture is allowed to reach room temperature, is washed with water and 0.24 g of the product are isolated as an oil after flash chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922726
Source datasetuspto-grants-1999_07
ORD IDord-347e73111655408daa4eaa430869fbeb
Source noteuspto-grants-1999_07