p-Toluenesulfonic acid monohydrate → HCID 59311461, compound

Participants

Reaction Steps

p-Toluenesulfonic acid monohydrate (3.76 g) was added to a solution of di-tert-butyl {4-chloro-3-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-1-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}imidodicarbonate of 6) above (12.52 g) in methanol (250 mL), and the mixture was stirred at room temperature for seven hours. The reaction mixture was poured into brine, followed by extraction with ethyl acetate. The organic layer was washed with brine, and then dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate-methanol) to obtain the title compound (9.64 g, 82%) as an amorphous substance.

Provenance & Evidence