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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527646Generated: November 2, 2026

Pyridine → 5-ethyl-N-(2-hydroxy-5-trifluoromethyl-phenyl)-pyrimidine-4-carboxamide

https://huagongshe.com/reaction/1527646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant2-Amino-4-(trifluoromethyl)phenolHCID 120246—
Reactant5-Ethylpyrimidine-4-carboxylic acidHCID 67812084—
SolventWaterHCID 962—
Product5-ethyl-N-(2-hydroxy-5-trifluoromethyl-phenyl)-pyrimidine-4-carboxamideHCID 6781235071.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-amino-4-trifluoromethyl-phenol (0.27 g), 5-ethyl-pyrimidine-4-carboxylic acid (0.27 g), WSC (0.25 g), and pyridine (5 ml) was stirred at 80° C. for 1 hour, at 100 for 1.5 hours, and at 115° C. for 0.5 hours. After standing to cool the reaction mixture to room temperature, to the reaction mixture, water was added, and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.34 g of 5-ethyl-N-(2-hydroxy-5-trifluoromethyl-phenyl)-pyrimidine-4-carboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09089136B2
Source datasetuspto-grants-2015_07
ORD IDord-46802a182200460bac1722ecba191705
Source noteuspto-grants-2015_07