Reference of 18213-75-7,Some common heterocyclic compound, 18213-75-7, name is 5-Amino-1-methyl-1H-pyrazole-4-carboxamide, molecular formula is C5H8N4O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a solution of 5-amino-1-methyl-1H-pyrazole-4-carboxamide (0.200 g, 1.4 mmol) in ethanol (10 mL) were added ethyl 2,2,2-trifluoroacetate (0.123 g, 8.6 mmol) and sodium hydride (60% suspension in mineral oil, 0.571 g, 14.8 mmol) with stirring at 25 C. The reaction solution was degassed with nitrogen for 3 times and stirred at 90 C for 16 h. The resulting mixture was cooled toroom temperature and concentrated under reduced pressure. The residue was partitioned between aqueous hydrochloride acid (iN, 10 mL) and ethyl acetate (20 mL). The separated aqueous layer was extracted with ethyl acetate (2 x 15 mL). The combined organic layers were washed with brine (20 mL) and dried over anhydrous sodium sulfate. The solids were filtered out and the filtrate was concentrated under vacuum. The title compound was obtained as a solid and used in next stepdirectly without further purification. MS (+ESI) m/z = 219.0.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-1-methyl-1H-pyrazole-4-carboxamide, its application will become more common.
Reference:
Patent; MERCK SHARP & DOHME CORP.; MORRIELLO, Gregori J.; CHANG, Lehua; FORSTER, Ashley; CHEN, Yili; DWYER, Michael, P.; BERGER, Richard; WANG, Ming; NANDA, Kausik K.; BUNDA, Jaime L.; SHIPE, William D.; (100 pag.)WO2016/209749; (2016); A1;,
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