Acetic Acid → HCID 90013829, compound

Participants

Reaction Steps

To a solution of 150 mg of 6-(4-methoxymethoxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-4-(2,2,5,5-tetramethyl-piperazin-1-ylmethyl)-1H-pyrazolo[3,4-b]pyridine, 33 mg 3,3,3-trifluoropropanal and 5 mg of acetic acid in 2 ml dichloromethane was added 94 mg of sodium triacetoxyborohydride. After 1 h at rt 33 mg 3,3,3-trifluoropropanal and 94 mg of sodium triacetoxyborohydride were added and the reaction was stirred overnight. Then another 33 mg 3,3,3-trifluoropropanal and 94 mg of sodium triacetoxyborohydride were added and the reaction was stirred overnight. The reaction was diluted with ethyl acetate and water. The pH was adjusted to 8, 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. 167 mg (94%) of the title compound were obtained.

Provenance & Evidence