Water → HCID 59564348, compound

Participants

Reaction Conditions

Reaction Steps

4-(2-Bromophenyl)-piperazine-1-carboxylic acid, t-butyl ester (10 g, 29.30 mmol) and 2-methoxypyrimidine-5-boronic acid (5 g, 32.48 mmol) are dissolved in DMF (200 mL) under a stream of nitrogen. To this mixture is added a 2M aqueous solution of sodium carbonate (73.26 mL, 150 mmol) followed by bis(triphenylphosphine)palladium (II) chloride (2.06 g, 2.93 mmol). The resulting mixture is allowed to stir at 100° C. for 30 min. A precipitate forms. Water is added and the resulting mixture is filtered to provide a gray colored solid which is air dried. The solid is then re-dissolved in dichloromethane (20 mL) and loaded on a 340 g Biotage SNAP column and eluted with 35% ethyl acetate in hexanes to provide 4-[2-(2-methoxy-pyrimidin-5-yl)-phenyl]-piperazine-1-carboxylic acid t-butyl ester (5.87 g, 54% yield).

Provenance & Evidence