ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE Chemical Properties

Melting point:

336(dec.)

Boiling point:

343.5±37.0 °C(Predicted)

Density 

1.404±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

1.84±0.50(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2933499090

ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE Usage And Synthesis

Synthesis

GENERAL METHODS: Polyphosphoric acid (PPA) (2 eq. by weight) was mixed with Intermediate 1 (40 mmol), followed by the addition of phosphoryl chloride (POCl3) (10 mmol). The reaction mixture was heated to 75 °C and maintained for 8 h. The reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was quenched by slowly pouring it into 10% sodium hydroxide solution in an ice bath while adjusting the pH to about 7. The resulting solid was separated by filtration, dried, and washed with ether (3 x 20 mL) to afford ethyl 4-hydroxy-6-trifluoromethylquinoline-3-carboxylate in good yield.

References

[1] European Journal of Medicinal Chemistry, 2015, vol. 103, p. 1 - 16
[2] Organic Process Research and Development, 2014, vol. 18, # 11, p. 1482 - 1491
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 6, p. 1577 - 1580

ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE(26893-12-9)Related Product Information

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