Extracurricular laboratory: Synthetic route of

Electric Literature of 5744-59-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5744-59-2, name is 1,5-Dimethyl-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step (b) N-((ls,4s)-4-(l,5-dimethyl-lH-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2- (3-iodophenoxy)nicotinamide To a suspension of N-((ls,4s)-4-aminocyclohexyl)-5-fluoro-2-(3-iodophenoxy Nicotinamide hydrochloride (1.5 g, 3.05 mmol) in acetonitrile (100 mL) was added 1,5-dimethyl-lH- pyrazole-3-carboxylic acid (1.069 g, 7.63 mmol) and triethylamine (4.25 mL, 30.50 mmol). 1- Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (T3P) (5.83 mL, 9.15 mmol) was then added and the mixture stirred at RT for 2 h. The mixture was evaporated to dryness and the residue dissolved in DCM (150 mL) and washed with saturated NaHCO3 (aq), brine, dried (MgSO4) and evaporated to give a foam. The product was purified using column chromatography (eluent = neat EtOAc) to give the sub-title compound as a white foam. Yield: 1.04 g1H NMR (400 MHz, CDCl3) delta 8.36 (dd, J= 8.2, 3.1 Hz, IH), 8.07 (d, J= 3.1 Hz, IH), 7.87 (d, J= 6.7 Hz, IH), 7.64 (dt, J= 7.5, 1.5 Hz, IH), 7.55 (t, J= 1.8 Hz, IH), 7.22 – 7.14 (m, 2H), 6.69 (d, J= 7.7 Hz, IH), 6.53 (s, IH), 4.26 – 4.17 (m, IH), 4.12 – 4.03 (m, IH), 3.78 (s, 3H), 2.28 (s, 3H), 1.95 – 1.73 (m, 6H), 1.67 – 1.58 (m, 2H) MS: [M+H]+ = 578 (MultiMode+).

The synthetic route of 1,5-Dimethyl-1H-pyrazole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics