3,3,3-Trifluoropropanal → HCID 178434405, compound

Participants

Reaction Steps

To a solution of 300 mg of 3-fluoro-4-[3-methyl-4-(2,2,5,5-tetramethyl-piperazin-1-ylmethyl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-phenol, 387 mg 3,3,3-trifluoropropanal and 134 mg DIPEA in 6 ml dichloromethane and 6 ml THF was added 732 mg of sodium triacetoxyborohydride. The reaction was stirred at rt overnight. The solvents were removed in vacuo, and the residue was taken up in ethyl acetate and water. The pH was brought to neutral, and the phases were separated. The aqueous phase was extracted with ethyl acetate twice. The combined organic phases were dried over sodium sulphate, filtrated and concentrated in vacuo. The residue was purified by HPLC and 214 mg (63%) of the title compound were obtained.

Provenance & Evidence