ETHYL 4-HYDROXY-2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE Chemical Properties

Melting point:

315-316°

Density 

1.50

storage temp. 

2-8°C

pka

4.75±0.50(Predicted)

Safety Information

Hazard Codes 

Xi

Risk Statements 

48-20/21/22

Safety Statements 

3/7/9-37/39

HazardClass 

IRRITANT

HS Code 

29335990

ETHYL 4-HYDROXY-2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE Usage And Synthesis

Chemical Properties

White solid

Uses

Ethyl 4-Hydroxy-2-(trifluoromethyl)pyrimidine-5-carboxylate is a useful reagent in the study of NF-κB and AP-1 gene inhibitors.

Synthesis

Diethyl ethoxymethylenemalonate (35.0 g, 162 mmol) and trifluoroacetic acid (18 g, 162 mmol) were used as raw materials, which were dissolved in ethanol (200 mL) and sodium ethoxide (11.0 g, 162 mmol) was added. The reaction mixture was heated to reflux for 6 hours. After completion of the reaction, the reaction mixture was concentrated and water (48 mmol) was added. The resulting solid was collected by filtration, washed sequentially with ether (300 mL) and water (200 mL), and dried to give ethyl 4-hydroxy-2-trifluoromethylpyrimidine-5-carboxylate (21 g, 50% yield). The melting point of the product was >220 °C (decomposition); 1H NMR (DMSO-d6) δ 8.38,4.16 (q, 2H), 1.25 (q, 3H).

References

[1] Patent: US5935966, 1999, A

ETHYL 4-HYDROXY-2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE(343-67-9)Related Product Information

• 2-Trifluoromethylpyrimidine
• 4-HYDROXY-2-METHYL-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER
• ETHYL 2-HYDROXY-4-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE
• 4-Hydroxy-2-(trifluoromethyl)pyrimidine
• ETHYL 2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE
• 2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLIC ACID
• ETHYL 4-HYDROXY-2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE
• ethyl2-methylpyrimidine-5-carboxylate
• 2-METHYL-4-HYDROXY-5-METHOXYMETHYLPYRIMIDINE
• 4-HYDROXY-2-METHYLPYRIMIDINE-5-CARBOXYLIC ACID
• 5-(HYDROXYMETHYL)-2-METHYLPYRIMIDIN-4-OL
• 2-Trifluoromethyl-pyrimidine-5-carboxylic acid methyl ester
• 2-TRIFLUOROMETHYL-PYRIMIDINE-5-CARBALDEHYDE
• 5-Pyrimidinecarboxylic acid, 2-methyl-, methyl ester (7CI,8CI,9CI)
• 2-TRIFLUOROMETHYL-PYRIMIDINE-5-CARBOXYLIC ACID METHYL ESTER
• ETHYL-2-HYDROXY-4-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE DISC 04/24/02
• SODIUM 5-(ETHOXYCARBONYL)-2-(TRIFLUOROMETHYL)PYRIMIDIN-4-OLATE