Water → N-{4-Methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-lambda6-sulphanyl)-5-(piperazin-1-ylmethyl)benzamide

Participants

Reaction Steps

90 mg (0.16 mmol) of the compound of Example 55A and 34 mg (0.18 mmol) of tert-butyl piperazine-1-carboxylate were dissolved in 3.2 ml of dichloromethane, 52 mg (0.25 mmol) of sodium triacetoxyborohydride were added and the mixture was stirred at RT for 3 h. 3 ml of water were then added, and the mixture was extracted with 6 ml of ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was then stirred in 2 ml of dichloromethane and 1 ml of trifluoroacetic acid at RT for 2 h. The reaction was then concentrated on a rotary evaporator and the residue was separated into its components by preparative HPLC (Method 24). The product-containing fractions were combined and concentrated under reduced pressure and the residue dried under high vacuum. This gave 11 mg (11% of theory) of the title compound.

Provenance & Evidence