Toluene → HCID 57581514, compound

Participants

Reaction Conditions

Reaction Steps

(S)-tert-butyl 4-(4-chlorophthalazin-1-yl)-2-methylpiperazine-1-carboxylate (2.10 g, 5.79 mmol), phenylboronic acid (1.06 g, 8.69 mmol), and tetrakis(triphenylphosphine)palladium (0) (0.334 g, 0.289 mmol) were placed in a flask under argon. Degassed toluene (50 mL) and aqueous sodium carbonate (2.0 M, 5.0 mL) were added and the reaction heated at 100° C. for 16 hours. The reaction was allowed to cool, diluted with 150 mL of ethyl acetate, and then washed with aqueous K2CO3 (10%), and saturated sodium chloride. The dried organics (MgSO4) were evaporated to give yellow oil. Chromatography over silica gel with a gradient of hexanes/0-40% ethyl acetate gave an off-white solid. MS (M+H)+=405.2.

Provenance & Evidence