Application of 52222-73-8, 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. 52222-73-8 name is 4-(Trifluoromethyl)-1H-pyrazole, 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.
Intermediate 76A: 5-Nitro-2-[4-(trifluoromethyl)-1H-pyrazol-1-yl]benzonitrile To a solution of 2-chloro-5-nitrobenzonitrile (1.278 g, 7.0 mmol) and 4-(trifluoromethyl)-1H-pyrazole (1.0 g, 7.35 mmol) in acetonitrile (10 mL) was added potassium carbonate (2.90 g, 21 mmol) at RT. The mixture was heated to 60 C. and stirred at this temperature for 1 hour. The reaction mixture was diluted with EtOAc (50 mL), and the solids were removed by filtration. The filtrate was concentrated in vacuo and the residue was purified by Biotage Isolera chromatography (silica gel, eluting with heptanes-EtOAc, 1:0 to 0:1). The product containing fractions were combined and concentrated in vacuo to afford 1.77 g (89% yield) of the title compound as a yellow solid. 1H NMR (500 MHz, DMSO-d6) delta [ppm] 9.28 (s, 1H), 8.94 (d, J=2.6 Hz, 1H), 8.68 (dd, J=9.0, 2.6 Hz, 1H), 8.47 (s, 1H), 8.19 (d, J=9.0 Hz, 1H). LCMS (Analytical Method A): Rt=1.16 mins; MS (ESIpos) m/z=283.0 (M+H)+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Trifluoromethyl)-1H-pyrazole, and friends who are interested can also refer to it.
Reference:
Patent; Bayer Pharma Aktiengesellschaft; Baeurle, Stefan; Nagel, Jens; Rotgeri, Andrea; Davenport, Adam James; Stimson, Christopher Charles; (86 pag.)US2019/194148; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics