Cyanoacetic acid → HCID 118390071, compound

Participants

Reaction Steps

To a solution of 5-chloro-N2-(5-cyclopropyl-1H-pyrazol-3-yl)-N4-(octahydrocyclopenta[c]pyrrol-5-yl)pyrimidine-2,4-diamine (240.0 mg, 0.67 mmol) and 2-cyanoacetic acid (107.7 mg, 1.27 mmol) in a mixture of DCM (20 mL) and DMF (5 mL) were added EDCI (311.4 mg, 1.61 mmol) and HOAT (186.3 mg, 1.37 mmol). The reaction mixture was stirred at rt for 1 h and then quenched with H2O (30 mL) and 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 (MeOH/DCM (v/v)=1/20) and a preparative HPLC to give the title compound as a beige solid (284.7 mg, 100%).

Provenance & Evidence