Application of 58607-90-2,Some common heterocyclic compound, 58607-90-2, name is Ethyl 5-oxo-4,5-dihydro-1H-pyrazole-3-carboxylate, molecular formula is C6H8N2O3, 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.
[00230] To a solution of ethyl 5-oxo-4,5-dihydro-1 H-pyrazole-3-carboxylate (9.5 g , 60.8 mmol) in DCM and DMF (Volume: 1 25.5 ml, Ratio: 7:1 ) was added imidazole (6.21 g, 91 mmol) and TBDMSCI (1 0.09 g, 66.9 mmol) at 0 C. The reaction mixture was warmed up to room temperature and stirred for overnight. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate, filtered off, and dried in vacuo. The crude product was used for the next step without further purification. LCMS (m/z) : 271 [M+H]+. 1 H NMR (500 MHz, CDCI3) : (0402) 6.16 (s, 1 H), 4.37 (d, J=7.09 Hz, 2H), 1 .38 (t, J=7.09 Hz, 3H) , 0.98 (s, 9H), 0.27 (s, 6H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-oxo-4,5-dihydro-1H-pyrazole-3-carboxylate, its application will become more common.
Reference:
Patent; NOVARTIS AG; FU, Jiping; HAN, Wooseok; JIN, Xianming; PFISTER, Keith Bruce; YOUNG, Joseph Michael; (68 pag.)WO2019/123285; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics