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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339742Generated: October 30, 2026

Tetrahydrofuran → 4-Chloro-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine

https://huagongshe.com/reaction/339742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant5-Iodo-6-methylpyrimidin-4-olHCID 135467448—
ReactantHCID 178506165HCID 178506165—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product4-Chloro-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidineHCID 86660705—

Reaction Steps

5-Iodo-6-methyl-4(3H)-pyrimidinone and [4-(trifluoromethyl)phenyl]ethynylzinc bromide were reacted in a solvent mixture of tetrahydrofuran and N,N-dimethylformamide (1:1) in the presence of tetrakis(triphenylphosphine)palladium while stirring under room temperature to heating to obtain a compound. The compound was mixed with POCl3 and reacted while heating under reflux to obtain a target substance. The target substance was subjected to e.g., proton nuclear magnetic resonance spectrometry (1H-NMR) and mass spectrometry (MS) and confirmed as the titled compound. Furthermore, MS measurement result is shown.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895565B2
Source datasetuspto-grants-2014_11
ORD IDord-752dad2ec84c49738826ff0222ea9410
Source noteuspto-grants-2014_11