Electric Literature of 16034-46-1, 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. 16034-46-1 name is 1-Methyl-1H-pyrazole-5-carboxylic acid, 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 solution of 1-methyl-1H-pyrazole-5-carboxylic acid (compound 4A, 81 mg, 0.640 mmol), DIEA (286 mg, 2.22 mmol) in CH2Cl2 (10 mL) was added EDCI (189 mg, 0.985 mmol), DMAP (90 mg, 0.739 mmol) at -5 C., then the mixture was stirred at -5 C. for 30 min, (E)-2-methyl-4-(2-methylstyryl)aniline (compound 4, 110 mg, 0.493 mmol) was added, the mixture was stirred at -5 C. for 30 min, warmed to 25 C. and stirred for 11 hrs. TLC (petroleum ether:ethyl acetate=1:1, Rf=0.60) showed starting material consumed completely. The mixture was concentrated in vacuum to give yellow oil. The oil was purified by silica gel column chromatography (petroleum ether:ethyl acetate=100:0 to 60:40) to give (E)-1-methyl-N-(2-methyl-4-(2-methylstyryl)phenyl)-1H-pyrazole-5-carboxamide (compound I-5, 65 mg, 39% yield) as white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 9.86 (s, 1H), 7.66 (d, J=7.4 Hz, 1H), 7.52-7.58 (m, 2H), 7.49 (d, J=8.2 Hz, 1H), 7.32-7.44 (m, 2H), 7.16-7.23 (m, 3H), 7.05?7.14 (m, 2H), 4.09 (s, 3H), 2.42 (s, 3H), 2.27 (s, 3H); ES-LCMS m/z 332.3 [M+H]+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-pyrazole-5-carboxylic acid, and friends who are interested can also refer to it.