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

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ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE Basic information
Product Name:ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE
Synonyms:BUTTPARK 10\01-32;ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)-3-QUINOLINECARBOXYLATE;ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE;4-HYDROXY-6-TRIFLUOROMETHYLQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER;3-(Ethoxycarbonyl)-6-(trifluoromethyl)quinolin-4-ol, 3-(Ethoxycarbonyl)-4-hydroxy-6-(trifluoromethyl)quinoline;4-oxo-6-(trifluoromethyl)-1H-quinoline-3-carboxylic acid ethyl ester;ethyl 4-oxo-6-(trifluoromethyl)-1H-quinoline-3-carboxylate;3-Quinolinecarboxylic acid, 4-hydroxy-6-(trifluoromethyl)-, ethyl ester
CAS:26893-12-9
MF:C13H10F3NO3
MW:285.22
EINECS:
Product Categories:Acids and Derivatives;Heterocycles
Mol File:26893-12-9.mol
ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE Structure
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
pka1.84±0.50(Predicted)
AppearanceWhite to off-white Solid
Safety Information
Hazard Codes Xi
Hazard Note Irritant
HS Code 2933499090
MSDS Information
ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE Usage And Synthesis
Synthesis
(4-TRIFLUOROMETHYLPHENYLAMINO)METHYLENEMALONIC ACID DIETHYL ESTER

49713-39-5

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

26893-12-9

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 Preparation Products And Raw materials
Raw materials(4-TRIFLUOROMETHYLPHENYLAMINO)METHYLENEMALONIC ACID DIETHYL ESTER
Tag:ETHYL 4-HYDROXY-6-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE(26893-12-9) Related Product Information
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