Hydrochloric Acid → 5-chloro-N2-(1,5-dimethyl-1H-pyrazol-3-yl)-N4-(octahydro cyclopenta[c]pyrrol-5-yl)pyrimidine-2,4-diamine

Participants

Reaction Steps

To a solution of tert-butyl 5-((5-chloro-2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (256.3 mg, 0.57 mmol) in DCM (10 mL) was added a solution of HCl in EtOAc (10 mL, 40 mmol). The reaction mixture was stirred at rt for 1 h and concentrated in vacuo. The residue was dissolved in water (30 mL) and adjusted to pH=10 with a saturated Na2CO3 aqueous solution, then extracted with DCM (100 mL×3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (a solution of NH3 in MeOH (7 M)/MeOH/DCM (v/v/v)=3/60/600) to give the title compound as a beige solid (199.0 mg, 100%).

Provenance & Evidence