Adding a certain compound to certain chemical reactions, such as: 83-10-3, name is 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, belongs to pyrazoles-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 83-10-3, Application In Synthesis of 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid
(Step 11) N-(4-(5-bromopyrrolo[1,2-b]pyridazin-4-yloxy)-3-fluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide; To a solution of 4-(5-bromopyrrolo[1,2-b]pyridazin-4-yloxy)-3-fluoroaniline (57 mg, 0.178 mmol) and 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (124 mg, 0.534 mmol) prepared in Preparation Example 1 in dimethylformamide (2 mL), HATU (270 mg, 0.711 mmol) and triethylamine (0.1 mL, 0.711 mmol) were sequentially added and stirred at 50 C. overnight. The resulting reaction mixture was concentrated under reduced pressure and the resulting residue was extracted with dichloromethane and water. The organic layer was separated, dried with magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (10% ethyl acetate in dichloromethane) to give the target compound as a white solid (60 mg, 0.111 mmol, 63% yield).MS (ESI pos. ion) m/z: 536, 538 (MH+). Calc’d exact mass for C25H19Br79FN5O3: 535, Calc’d exact mass for C25H19Br81FN5O3: 537.1H NMR (400 MHz, CDCl3): 10.89 (br s, 1H), 7.91 (dd, J=12.4 Hz, 2.4 Hz, 1H), 7.78 (d, J=5.6 Hz, 1H), 7.65 (d, J=2.8 Hz, 1H), 7.59-7.54 (m, 2H), 7.52-7.46 (m, 1H), 7.38-7.35 (m, 2H), 7.31-7.28 (m, 1H), 7.19 (t, J=8.8 Hz, 1H), 6.80 (d, J=2.8 Hz, 1H), 5.67 (dd, J=5.6 Hz, 1.2 Hz, 1H), 3.38 (s, 3H), 2.80 (s, 3H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, and friends who are interested can also refer to it.
Reference:
Patent; NEOPHARM CO., LTD.; US2011/183983; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics