Trifluoroacetic acid → HCID 178507713, compound

Participants

Reaction Steps

To a stirred solution of {4-[3-{3-[(thiophen-2-ylmethyl)-amino]-phenyl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester (290 mg, 0.44 mmol) in dichloromethane (10 mL) was added TFA (15 mL) at room temperature. The resulting mixture was stirred for another four hours at this temperature. The solvent was evaporated under reduced pressure and the residue was treated with saturated aqueous NaHCO3 (5 mL) and extracted with EtOAc (30 mL). The organic phase was washed with brine (5 mL) and dried to give crude product. It was purified by chromatography (silica gel, 200-300 mesh, MeOH.:DMC, 1:20, v/v) to give N-(3-{3-[(thiophen-2-ylmethyl)-amino]-phenyl}-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-cyclohexane-1,4-diamine as solid. (Yield 27 mg, 14.6%).

Provenance & Evidence