2-Chloropyridine → HCID 70664638, compound

Participants

Reaction Conditions

Reaction Steps

200 mg (0.865 mmol) of 5-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester were dissolved in 5 ml DMF and 108 mg (0.95 mmol, 1.1 eq) of 2-Chloropyridine, 620 mg (1.9 mmol, 2.2 eq) of Cs2CO3, 20 mg (0.1 eq) of palladium(II)acetate and 60 mg of xantphos (0.12 eq) were added and the resulting mixture heated to 100° C. for 6 hours. The mixture was filtered over a pad of Celite and 2 ml of 1N NaOH (2 mmol, 2.3 eq) were added together with 2 ml of EtOH. After stirring overnight at RT the crude reaction mixture was subjected to HPLC chromatography delivering 60 mg of product. (Yield: 25%)

Provenance & Evidence