These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, its application will become more common.
83-10-3,Some common heterocyclic compound, 83-10-3, name is 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, molecular formula is C12H12N2O3, 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.
Step 1) N-(5-hydroxypyridin-2-yl)-L5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH- pyrazole-4-carboxamide [0191] To a suspension of 6-aminopyridin-3-ol (330 mg, 3 mmol) and 1,5- dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH-pyrazole-4-carboxylic acid (710 mg, 306 mmol) in DMF (10 mL) was added EDCI (690 mg, 3.6 mmol) and HOAT (80 mg, 0.6 mmol). The reaction was stirred at 60 C for 4 hours, then cooled to rt and diluted with water (100 mL) and EtOAc (2 mL). The mixture was cooled to 0 C and stirred overnight. The resulted solid was collected through filtration to give title compound as a light brown solid (680 mg, 70 %). MS (ESI, pos. ion) m/z: 325.1 [M+H]+; NMR (400 MHz, DMSO-i): delta (ppm) 2.50 (s, 3H), 3.33 (s, 3H), 7.18-7.20 (dd, J= 2.3 Hz, 8.8 Hz, 1H), 7.40-7.42 (d, J= 7.5 Hz, 2H), 7.48-7.52 (m, 1H), 7.56-7.60 (m, 2H), 7.81-7.82 (d, J= 2.2 Hz, 1H), 7.95 (s, 1H), 8.04-8.06 (d, J= 8.8 Hz, 1H), 9.61 (s, 1H), 10.85 (s, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, its application will become more common.