| Identification | More | [Name]
6-Fluoroquinaldine | [CAS]
1128-61-6 | [Synonyms]
6-FLUORO-2-METHYLQUINOLINE
6-FLUOROQUINALDINE
AKOS 1002
6-Fluoro-2-methylquinoline 97%
6-Fluoro-2-methylquinoline97%
2-METHYL-6-FLUOROQUINOLINE
6-Fluoro-2-methylquinoline, 98+% | [EINECS(EC#)]
214-439-2 | [Molecular Formula]
C10H8FN | [MDL Number]
MFCD00041233 | [Molecular Weight]
161.18 | [MOL File]
1128-61-6.mol |
| Chemical Properties | Back Directory | [Appearance]
brown powder or granules | [Melting point ]
49-53 °C (lit.) | [Boiling point ]
99 °C / 3mmHg | [density ]
1.1465 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Soluble in Chloroform. | [form ]
powder to crystal | [pka]
5.16±0.43(Predicted) | [color ]
White to Almost white | [Usage]
Quinoline derivative as a highly potent thrombin receptor antagonist | [BRN ]
1281677 | [CAS DataBase Reference]
1128-61-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R38:Irritating to the skin.
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29334990 |
| Hazard Information | Back Directory | [Chemical Properties]
brown powder or granules | [Uses]
Metal-free transfer hydrogenation of 6-fluoro-2-methylquinoline by employing several chiral Br?nsted acid catalysts was carried out in combination with dihydropyridines as the hydride source in asymmetric metal-free synthesis of fluoroquinolones by organocatalytic hydrogenation. Hydrogenation product of 6-fluoro-2-methylquinoline is the key intermediate of the antibacterial agent. | [Uses]
Quinoline derivative as a highly potent thrombin receptor antagonist | [Synthesis]
General procedure for the synthesis of 6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline from 6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline: 6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline (0.50 mmol), FeCl2 (1.9 mg, 1.5 × 10-2 mmol), DMSO (31.2 mg, 0.4 mmol) and p-xylene (1 mL). The reaction mixture was stirred using a balloon at 110 °C and oxygen atmosphere and the progress of the reaction was monitored by TLC. Upon completion of the reaction, the mixture was cooled to room temperature and purified by fast chromatography (eluent: hexane-ethyl acetate, 10:1) to afford the target product 6-fluoro-2-methylquinoline in 70% yield. 6-fluoro-2-methylquinoline was a colorless oil.1H NMR (400 MHz, CDCl3): δ = 8.93 (m, 1H), 8.10 (m, 1H) , 7.64 (d, J=4.0 Hz, 1H), 7.54 (m, 1H), 7.43-7.35 (m, 2H), 2.82 (s, 3H).13C NMR (100 MHz, CDCl3): δ=149.2, 147.3, 137.1, 136.3, 129.6, 128.3, 126.3, 125.9. 120.8, 18.2. HRMS: m/z calculated value of [C10H9FN+H]+: 144.0813; measured value: 144.0813. | [References]
[1] Angewandte Chemie - International Edition, 2016, vol. 55, # 40, p. 12224 - 12227
[2] Angew. Chem., 2016, vol. 128, # 40, p. 12412 - 12415,4
[3] Angewandte Chemie - International Edition, 2013, vol. 52, # 27, p. 6983 - 6987
[4] Ross. Khim. Zh., 2013, vol. 125, # 27, p. 7121 - 7125,5
[5] Journal of the American Chemical Society, 2015, vol. 137, # 33, p. 10652 - 10658 |
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