Reference of 866837-96-9,Some common heterocyclic compound, 866837-96-9, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, molecular formula is C12H13N3O2, 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.
1 -Phenyl-5-(pyridin-2-ylamino)-1 H-pyrazole-3-carboxylic acid; 200mg (0,865 mmol) of 5-Amino-1 -phenyl-1 H-pyrazole-3-carboxylic acid ethyl ester were dissolved in 5 ml DMF and 108mg (0,95 mmol, 1 .1 eq) of 2-Chloropyridine, 620mg (1 ,9mmol, 2,2eq) of Cs2C03, 20mg (0, 1 eq) of palladium(ll)acetate and 60mg of xantphos (0, 12eq) were added and the resulting mixture heated to 100C for 6 hours. The mixture was filtered over a pad of Celite and 2 ml of 1 N NaOH (2mmol, 2,3eq) were added together with 2ml of EtOH. After stirring overnight at RT the crude reaction mixture was subjected to HPLC chromatography delivering 60mg of product. (Yield: 25%)
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-amino-1-phenyl-1H-pyrazole-3-carboxylate, its application will become more common.
Reference:
Patent; SANOFI; RUF, Sven; SADOWSKI, Thorsten; HORSTICK, Georg; SCHREUDER, Herman; BUNING, Christian; OLPP, Thomas; WIRTH, Klaus; WO2012/101199; (2012); A1;,
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