Cyanoacetic acid → 3-(9-((5-chloro-2-((1-methyl-1H-imidazol-4-yl)amino)pyrimidin-4-yl)amino)-3-azaspiro[5.5]undecan-3-yl)-3-oxopropanenitrile

Participants

Reaction Steps

To a solution of N4-(9-azaspiro[5.5]undecan-3-yl)-5-chloro-N2-(1-methylimidazol-4-yl)pyrimidine-2,4-diamine hydrochloride (200 mg, 0.4850 mmol), 2-cyanoacetic acid (41.6 mg, 0.489 mmol) and TEA (98.4 mg, 0.972 mmol) in a mixture of DCM and DMF (8 mL/2 mL) were added HOAT (99.6 mg, 0.732 mmol) and EDCI (138.7 mg, 0.724 mmol). The reaction was stirred for 2 h and concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=30/1) to give the title compound as a light yellow solid (61.8 mg, 28.8%).

Provenance & Evidence