Analyzing the synthesis route of 3-Phenyl-1H-pyrazole

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Phenyl-1H-pyrazole, its application will become more common.

Application of 2458-26-6,Some common heterocyclic compound, 2458-26-6, name is 3-Phenyl-1H-pyrazole, molecular formula is C9H8N2, 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.

Tert-butyl (S)-(1 -(3-phenyl-1H-pyrazol- 1 -yl)propan-2-yl)carbamate 3-Phenyl-1 H-pyrazole (200 mg, 1 .39 mmol), cesium carbonate (4.52 g, 13.90 mmol) and (S)-2-((tert-butoxycarbonyl)amino)propyl methanesulfonate (704 mg, 2.78 mmol) were combined in anhydrous A/,A/-dimethylformamide (4 ml). The resulting suspension was heated to 50 C and the progress of the reaction was monitored by TLC. Once the reaction was complete (~ 3 h) the reaction mixture was quenched by addition of water and the product was extracted with ethyl acetate three times. The organic layers were combined and washed with a saturated aqueous solution of sodium chloride. The crude material was purified by column chromatography, eluting 20% ethyl acetate/petroleum spirits to give the title compound as a colourless solid (183 mg, 44%). LRMS [M+H]+ 302.2 m/z; HRMS [M+H]+ 302.1863 m/z, found 302.1867 m/z; 1H NMR (400 MHz, CDCI3) delta 7.87 – 7.70 (m, 2H), 7.41 – 7.34 (m, 3H), 7.31 – 7.25 (m, 1 H), 6.54 (d, J= 2.3 Hz, 1 H), 5.06 (d, J= 1 .1 Hz, 1 H), 4.25 (dd, J = 13.8, 4.5 Hz, 1 H), 4.20 – 4.10 (m, 1 H), 4.04 (dt, J = 12.4, 6.0 Hz, 1 H), 1 .41 (s, 10H), 1 .12 (d, J = 6.8 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Phenyl-1H-pyrazole, its application will become more common.