2-三氟甲基-4-氯喹啉

2-三氟甲基-4-氯喹啉 - Names and Identifiers

Name	4-Chloro-2-(trifluoromethyl)quinoline
Synonyms	BUTTPARK 294-05 2-TrifluoroMethyl-4-chloroquinoline 4-Chloro-2-(trifluoromethyl)quinoline 4-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE Quinoline, 4-chloro-2-(trifluoromethyl)- 4-chloro-6-methyl-2-(trifluoromethyl)quinoline
CAS	1701-24-2
InChI	InChI=1/C11H7ClF3N/c1-6-2-3-9-7(4-6)8(12)5-10(16-9)11(13,14)15/h2-5H,1H3

2-三氟甲基-4-氯喹啉 - Physico-chemical Properties

Molecular Formula	C10H5ClF3N
Molar Mass	231.6
Density	1.427±0.06 g/cm3(Predicted)
Melting Point	34-38 °C
Boling Point	236.4±35.0 °C(Predicted)
Flash Point	225°C
Vapor Presure	0.0222mmHg at 25°C
pKa	-1.19±0.50(Predicted)
Storage Condition	under inert gas (nitrogen or Argon) at 2-8°C
Refractive Index	1.55

2-三氟甲基-4-氯喹啉 - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S37/39 - Wear suitable gloves and eye/face protection
WGK Germany	3
Hazard Class	IRRITANT

2-三氟甲基-4-氯喹啉 - Reference Information

Use

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

preparation

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

Last Update：2024-04-09 21:01:54