4-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE Chemical Properties

Melting point:

34-38 °C

Boiling point:

236.4±35.0 °C(Predicted)

Density 

1.427±0.06 g/cm3(Predicted)

Flash point:

225°C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder to lump to clear liquid

pka

-1.19±0.50(Predicted)

color 

White or Colorless to Almost white or Almost colorless

InChI

1S/C10H5ClF3N/c11-7-5-9(10(12,13)14)15-8-4-2-1-3-6(7)8/h1-5H

InChIKey

ONNDFDQMHCNEGF-UHFFFAOYSA-N

SMILES

FC(F)(F)c1cc(Cl)c2ccccc2n1

CAS DataBase Reference

1701-24-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36/37/39-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933499090

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:ALFA

4-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE Usage And Synthesis

Uses

4-Chloro-2-(trifluoromethyl)quinoline is a pharmaceutical intermediate that can be used to prepare N-(4-nitrophenylethyl)-2-(trifluoromethyl)quinoline-4-amine, a STAT3 inhibitor.

Synthesis

4-Chloro-2-(trifluoromethyl)quinoline (100.0 mg, 0.43 mmol), 2-(4-nitrophenyl)ethan-1-amine hydrochloride (87.0 mg, 0.43 mmol) and Et3N (180.0 ??L, 1.29 mmol) were added to NMP (1.0 mL). The reaction mixture was allowed to react in a microwave oven (50 W, at 100 ??C) for 1 h and then cooled to room temperature. After adding ice water, the reaction mixture was extracted with CH2Cl2. The organic layer was washed with brine, dried with Na2SO4 and filtered. The residue obtained under reduced pressure was purified by supercolumn chromatography on an amine silica column (CH2Cl2:MeOH = 20:1). The grades containing the product were collected and evaporated to give the white solid compound, N-(4-nitrophenylethyl)-2-(trifluoromethyl)quinolin-4-amine (35.0 mg, 23%).

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