Citric Acid → HCID 69061883, compound

Participants

Reaction Steps

To a solution of ethyl 1-(3-bromophenyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate (0.5 g, 1.37 mmol) and 2-chlorophenylboronic acid (0.28 g, 1.78 mmol) in n-propanol:water (2.35 ml:0.482 ml) mixture were added palladium acetate (0.005 g), triphenylphosphine (0.016 g) and 2N sodium carbonate (0.497 ml). The mixture was refluxed for 16 hours. A 2N NaOH (1.5 ml) was then added and refluxing continued for an additional 2 hours. The reaction was cooled, acidified with 10% citric acid and extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated to give 0.402 g of 1-(3-bromophenyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid.

Provenance & Evidence