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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339740Generated: October 29, 2026

Trifluoroacetic acid → 4-Amino-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine

https://huagongshe.com/reaction/339740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTetrahydrofuranHCID 8028—
Reactant4-(tert-Butoxycarbonylamino)-5-iodo-6-methylpyrimidineHCID 68002417—
ReactantHCID 178506165HCID 178506165—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product4-Amino-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidineHCID 68002449—

Reaction Steps

4-(tert-Butoxycarbonylamino)-5-iodo-6-methylpyrimidine 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. To the compound, trifluoroacetic acid was added to remove a tert-butoxycarbonyl group serving as a protecting group 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-748954c69c904686b94716429dc014aa
Source noteuspto-grants-2014_11