Category: 391-77-5

Related Products of 391-77-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 391-77-5 name is 4-Chloro-6-fluoroquinoline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a homogeneous mixture of 4-chloro-6-fluoroquinoline (500.0 mg, 2.8 mmol)inNMP (5 mL), in a sealable vial, was added 1-Boc-piperazine (750.0 mg, 4.0 mmol) followed by DIPEA (2 mL, 11.6 mmol). After the addition was complete, the vial was capped and the mixture was stirred at 120 C. After 15 hours, the reaction was cooled to room temperature then partitioned between water and Et20. The layers were separated and the aqueous layer was extracted twice more with Et20 then once with EtOAc. Theseorganic extracts were combined with the original organic layer and were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to afford the crude product as an oil. Purification by Isco chromatography afforded tert-butyl 4-(6-fluoroquinolin-4- yl)piperazine-1-carboxylate as a solid (719.3 mg; 77% yield). MS(ES): m/z = 332 [M+H]. tp. = 0.70 mm (Method A). ?H NMR (400MHz, DMSO-d6) oe 8.70 (d, J=4.9 Hz,1H), 8.04 (dd, J=9.2, 5.6 Hz, 1H), 7.76 – 7.58 (m, 2H), 7.07 (d, J=5.0 Hz, 1H), 3.71 – 3.54 (m, 4H), 3.14 – 3.01 (m, 4H), 1.44 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-6-fluoroquinoline, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 391-77-5, name is 4-Chloro-6-fluoroquinoline, belongs to quinolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 391-77-5, name: 4-Chloro-6-fluoroquinoline

4-Chloro-6-fluoro-quinoline (50 mg), 5,6-dimethyl-[2,2′]bipyridinyl-3-ol (55 mg), and 4-dimethylaminopyridine (101 mg) were dissolved in dimethylsulfoxide (1.5 ml), cesium carbonate (269 mg) was added to the suspension, and the mixture was stirred at 130C overnight. The reaction mixture was cooled to room temperature, and water was added thereto. The organic layer was extracted with chloroform, and the chloroform layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography with a methanol-chloroform system to give the title compound (87 mg, yield 90%). 1H-NMR (CDCl3, 400 MHz): delta 2.41 (s, 3H), 2.67 (s, 3H), 6.51 (d, J = 3.7 Hz, 1H), 7.10 (ddd, J = 1.0, 4.9, 7.6 Hz, 1H), 7.38 (s, 1H), 7.54 – 7.64 (m, 2H), 7.90 (d, J = 7.6 Hz, 1H), 7.98 (dd, J = 2.7, 9.0 Hz, 1H), 8.21 (m, 1H), 8.36 (m, 1H), 8.54 (d, J = 5.4 Hz, 1H) Mass spectrometric value (ESI-MS, m/z): 368 (M+Na)+

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.