Water → HCID 117770705, compound

Participants

Reaction Steps

To a solution of 3-amino-7-(6-(4-(2-((tert-butyl(dimethyl)silyl)oxy)ethyl)piperazin-1-yl)-2-methylpyrimidin-4-yl)-5-(2-methylphenyl)-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one obtained in Step C (195 mg) in tetrahydrofuran (2.0 mL) was added tetrabutylammonium fluoride tetrahydrofuran solution (1 M, 0.679 mL) at room temperature, and the mixture was stirred overnight. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by thin layer silica gel chromatography (methanol/dichloromethane), and then HPLC (C18, mobile phase: water/acetonitrile (containing 0.1% TFA)). To the obtained fraction was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (50.0 mg).

Provenance & Evidence