Sodium Carbonate → 5-[3-Chloro-5-(2,2,2-trifluoro-1,1-dimethylethoxymethyl)phenyl]-1-phenyl-1H-pyrazol-3-ylamine

Participants

Reaction Steps

Under argon atmosphere, to a solution of 5-iodo-1-phenyl-1H-pyrazol-3-ylamine (40 mg) prepared according to the same procedures as Preparation 2 in 1,2-dimethoxyethane (1.0 ml) were sequentially added 2-[3-chloro-5-(2,2,2-trifluoro-1,1-dimethylethoxymethyl)phenyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (64 mg), palladium (II) acetate (3 mg), tricyclohexylphosphine (8 mg) and a 2M aqueous solution of sodium carbonate (0.5 ml) at room temperature, and the mixture was stirred at 100° C. for 13 hours. This reaction mixture was cooled to room temperature, and then purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate 3/2 to 1/1) to give the titled compound (62 mg).

Provenance & Evidence