Electric Literature of 16034-46-1, The chemical industry reduces the impact on the environment during synthesis 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, I believe this compound will play a more active role in future production and life.
To a solution of 2-methyl-4-(2-phenylethynyl)aniline (50 mg, 226.76 mumol, 1 eq) in pyridine (3 mL) was added T3P (288.60 mg, 453.51 mumol, 269.72 muL, 50%, 2 eq) and 2-methylpyrazole-3-carboxylic acid (28.60 mg, 226.76 mumol, 1 eq). The mixture was stirred at 20 C. for 16 h. The reaction mixture was quenched by addition water (50 mL), extracted with EtOAc (30 mL*3). The combined organic layers were washed with brine (10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue which was purified by preparative HPLC (column: Phenomenex Gemini 150*25 mm*10 um; mobile phase: [water(0.05% HCl)-ACN]; B %: 47%-77%, 10 min) followed by lyophilization to yield 2-methyl-N-[2-methyl-4-(2-phenylethynyl)phenyl]pyrazole-3-carboxamide (compound I-28, 32.57 mg, 92.57 mumol, 40.8% yield, 100% purity, HCl) as a light yellow solid. 1H NMR (400 MHz, CD3OD) delta ppm 7.56-7.49 (m, 3H), 7.47 (s, 1H), 7.42-7.35 (m, 5H), 6.98 (s, 1H), 4.15 (s, 3H), 2.31 (s, 3H); ES-LCMS m/z 316.0 [M+H]+.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methyl-1H-pyrazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.