Hydrochloric Acid → HCID 178511113, compound

Participants

Reaction Steps

To a mixture of {4-[3-[6-(3-tert-butoxycarbonylamino-1-phenyl-propylamino)-pyridin-2-yl]-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester (71 mg, 0.09 mmol) in dichloromethane (2 mL) was added CF3COOH (2.2 mL). This mixture was stirred at room temperature for 4 hours. The solvent was then removed under reduced pressure. A saturated aqueous solution of NaHCO3 was added to the residue, and then extracted with ethyl acetate (3×15 mL). The combined organic phase was dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by prep-TLC to give product which was treated with conc. HCl acid to give N-{3-[6-(3-amino-1-phenyl-propylamino)-pyridin-2-yl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}-cyclohexane-1,4-diamine; hydrochloride as a yellow solid. (Yield 22 mg, 53.3%).

Provenance & Evidence