Extracurricular laboratory: Synthetic route of 1-Methyl-3-phenyl-1H-pyrazole-5-carboxylic acid

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-3-phenyl-1H-pyrazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 10250-64-3, The chemical industry reduces the impact on the environment during synthesis 10250-64-3, name is 1-Methyl-3-phenyl-1H-pyrazole-5-carboxylic acid, I believe this compound will play a more active role in future production and life.

To a stirred suspension of l-methyl-3-phenyl-lH-pyrazole-5-carboxylic acid (46 mg, CAS 10250-64-3) in dichloro ethane (2 ml) were added oxalyl chloride (44 mu) and DMF (2 drops). The reaction mixture was stirred at room temperature for 1 h and was then concentrated in vacuo. The residue was dissolved in THF (1 ml) and the resulting solution was added drop wise to a stirred solution of (+)-(R)-2-(4-amino-3-fluoro-phenyl)-morpholine-4-carboxylic acid tert-butyl ester (50 mg, example lh) and triethylamine (118 mu) in THF (2 ml). The reaction mixture was stirred at room temperature for 2 h. The crude reaction mixture was then concentrated in vacuo and the residue was purified by column chromatography (Si02; gradient: 0 % to 50 % EtOAc in heptane) to give (R)-2-{3-fluoro-4-[(2-methyl-5-phenyl-2H-pyrazole-3-carbonyl)-amino]- phenyl}-morpholine-4-carboxylic acid tert-butyl ester (81 mg, quant.) as a white solid. MS (ISP): 503.1 ([M+Na]+), 481.3 ([M+H]+), 425.2 ([M+H-C4H8]+).

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-3-phenyl-1H-pyrazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GALLEY, Guido; NORCROSS, Roger; PFLIEGER, Philippe; WO2012/168265; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics