6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline Chemical Properties

Melting point:

31-33°C

Boiling point:

254.6±29.0 °C(Predicted)

Density 

1.0416 (estimate)

Flash point:

>110°C

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

5.21±0.40(Predicted)

color 

Off-White to Pale Yello

optical activity

1.30°(C=0.01g/ml CHCL3)

CAS DataBase Reference

42835-89-2

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

Hazard Note 

Irritant

HS Code 

2933499090

MSDS

• Language:English Provider:6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline

6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline Usage And Synthesis

Chemical Properties

white to yellowish crystalline low melting solid

Uses

Intermediate in the production of anti-cancer quinoline derivatives and antibacterial agents

Synthesis

General procedure for the synthesis of 6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline from 6-fluoro-2-methylquinoline: in a round-bottomed flask, pre-dried in an oven, a magnetic stirrer was added, followed by the sequential addition of 6-fluoro-2-methylquinoline (0.1 mmol), PCCP (1 mol%), Hantzsch dihydropyridine (3.0 equiv), and CHCl3 (2 mL). The reaction mixture was stirred continuously for 2 hours at room temperature. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography with the eluent of hexane/EtOAc (20:1, v/v) to afford the target product 6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline.

References

[1] Synlett, 2008, # 6, p. 900 - 902
[2] Tetrahedron Letters, 2017, vol. 58, # 21, p. 2050 - 2053
[3] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 11, p. 1183 - 1187
[4] Chemistry - A European Journal, 2015, vol. 21, # 14, p. 5370 - 5379
[5] Journal of the American Chemical Society, 2015, vol. 137, # 36, p. 11718 - 11724

6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline(42835-89-2)Related Product Information

• Tetramethylammonium hydroxide
• Methyl tetrahydrophthalic anhydride
• (Trifluoromethyl)trimethylsilane
• 1,1,3,3-Tetramethyldisiloxane
• Quinaldine
• Fluorine
• Nadifloxacin
• Vebufloxacin
• Flumequine
• 1,2,3,4-Tetrahydroquinaldine
• 1,2,3,4-Tetrahydroquinoline
• 8,9-DIFLUORO-5-METHYL-1,7-DIOXO-6,7-DIHYDRO-1H,5H-PYRIDO[3,2,1-IJ]QUINOLINE-2-CARBOXYLIC ACID
• 8-FLUORO-4-PYRIDIN-4-YL-3A,4,5,9B-TETRAHYDRO-3H-CYCLOPENTA[C]QUINOLINE
• 4-(8-FLUORO-3A,4,5,9B-TETRAHYDRO-3 H-CYCLOPENTA[ C ]QUINOLIN-4-YL)-BENZOIC ACID
• Ibafloxacine
• 8-FLUORO-3A,4,5,9B-TETRAHYDRO-3H-CYCLOPENTA[C]-QUINOLINE-4-CARBOXYLIC ACID
• 6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline
• SALOR-INT L200425-1EA