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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339747Generated: October 29, 2026

Triethylamine → Ethyl 5-(6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate

https://huagongshe.com/reaction/339747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl 5-(chloromethyl)-2-furancarboxylateHCID 263166—
Reactant4-Amino-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidineHCID 68002449—
SolventDichloromethaneHCID 6344—
ProductEthyl 5-(6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylateHCID 44815753—

Reaction Steps

A mixture of 4-amino-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine (2 g), triethylamine (0.76 g), ethyl 5-chloromethyl-2-furancarboxylate (1.4 g) and dichloromethane (60 ml) was heated to reflux while stirring for 72 hours. The mixture thus obtained was concentrated under reduced pressure. After the resultant residue was washed with water added thereto, an organic phase was dried over anhydrous sodium sulfate and then evaporated. The evaporation residue was purified by column chromatography to obtain a target substance (0.5 g). 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-f4a2d12236a442c6a1da9a1744a4532d
Source noteuspto-grants-2014_11