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. 578008-32-9, name is tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of tert-Butyl 3-amino-5-methyl-1H-pyrazole-1-carboxylate
3-(6-(5-Methyl-lH-pyrazol-3-ylamino)pyrazin-2- ylamino)benzonitrile. 3-(6-chloropyrazin-2-ylamino)benzonitrile (0.32 g, 1.39 mmol), tert-butyl 3-amino-5-methyl-lH-pyrazole-l-carboxylate (0.3 g, 1.53 mmol), palladium acetate (31 mg, 10 mol%), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (160 mg, 20 mol%), and potassium carbonate (0.96g, 6.95 mmol) were suspended in dioxane (8 mL). The mixture was stirred in a sealed flask at 9O0C for 1 hour. The reaction mixture was cooled, diluted with ethyl acetate (50 mL), washed with water (50 mL), and then with brine (30 mL). The organic layer was dried (sodium sulfate), filtered, and concentrated. The crude residue was dissolved in chloroform (20 mL) and 4N HCl in dioxane (3 mL) was added. The mixture was stirred at room temperature for 2 hours and the solvent evaporated. The crude product was purified by reverse-phase preparative HPLC (10-70% acetonitrile + 0.1% TFA in H2O + 0.1% TFA, over 30 min). Fractions containing product were condensed and neutralized on a Strata-XC ion exchange column (Phenomenex). The product was loaded and the column washed successively with water, acetonitrile, and methanol. The product was released with 5% ammonium hydroxide in methanol and product containing eluent was concentrated under reduced pressure and dried to give the title compound as a white solid (0.29g, 72% yield); m.p. 260-262C; 1H NMR (300 MHz, DMSCW6) delta 11.89 (br s, IH), 9.50 (s, IH), 9.38 (s, IH), 8.34 (s, IH), 7.89 (s, IH), 7.69 (dd, J, = 8.4 Hz, J2= 1.2 Hz, IH), 7.52 (s, IH), 7.43 (t, J= 8.4 Hz, IH), 7.31 (d, J= 7.6 Hz, IH), 6.05 (s, IH), 2.21 (s, 3H); MS (ESI) MS (ESI) m/z 292.0 [M+ 1]+.
The synthetic route of 578008-32-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2009/89042; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics