Sodium Hydroxide → N-{2-Hydroxy-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-lambda6-sulphanyl)benzamide

Participants

Reaction Steps

80 mg (0.192 mmol) of the compound of Example 71A and 48 mg (0.192 mmol) of 3-(pentafluoro-λ6-sulphanyl)benzoic acid were dissolved in 1.5 ml anhydrous DMF, and 88 mg (0.231 mmol) of HATU and 40 μl (0.231 mmol) of N,N-diisopropylethylamine were added in succession. The reaction mixture was stirred at RT for 30 min and then stirred into about 10 ml of water. The resulting precipitate was filtered off with suction and dissolved in 3 ml of methanol, and 385 μl (0.385 mmol) of 1 M aqueous sodium hydroxide solution were added. The mixture was then stirred at RT for 30 min and then, by preparative HPLC, separated completely into its components (Method 33). The product fractions were combined and freed from the solvent. The residue was triturated with a mixture of 5 ml of pentane and 1 ml of dichloromethane at RT. Filtration with suction and drying of the solid under high vacuum gave 32 mg (32% of theory) of the title compound.

Provenance & Evidence