Analyzing the synthesis route of 1-Methyl-3-phenyl-1H-pyrazole-5-carboxylic acid

According to the analysis of related databases, 10250-64-3, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 10250-64-3 as follows. category: pyrazoles-derivatives

To a suspension of 6-(2-amino-5-chlorothiazol-4-yl)-3,4-dihydroquinolin-2(1H)-one (0.100 g, 0.41 mmol) and 1-methyl-3-phenyl-1H-pyrazole-5-carboxylic acid (0.091 g, 0.45 mmol), and pyridine (0.16 mL, 1.96 mmol) in acetonitrile (2.5 mL) in a sealed tube was added propylphosphonic anhydride solution (50 wt % in ethyl acetate, 0.61 mL, 1.02 mmol). The sealed tube was heated to 100 C. for 16 h and the precipitation formed. After cooling, the precipitate was collected by filtration and washed with cold 1:1 acetonitrile/water to give 1-methyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)-3-phenyl-1H-pyrazole-5-carboxamide (0.151 g, 86%). 1H NMR (400 MHz, DMSO-d): delta 12.94 (bs, 1H), 10.20 (s, 1H), 7.60 (m, 5H), 7.56 (s, 1H), 7.47 (m, 2H), 7.37 (m, 1H), 6.91 (d, 1H, J=8.0 Hz), 4.20 (s, 3H), 2.93 (t, 2H, J=7.2 Hz), 2.48 (partial masked under d-DMSO, m, 2H); MS (ESI): Calcd. for C23H19N5O2S: 429, found 430 (M+1)+.

According to the analysis of related databases, 10250-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nantbio, Inc.; Tao, Chunlin; Nallan, Laxman; Ho, David G.; Wang, Qinwei; Weingarten, Paul; Juncker-Jensen, Anna B.; (121 pag.)US2018/201610; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics