Cyanoacetic acid → HCID 118390080, compound

Participants

Reaction Steps

To a solution of 5-chloro-N2-(1-(cyclopropylmethyl)-1H-pyrazol-4-yl)-N4-(3-azaspiro[5.5]undecan-9-yl)pyrimidine-2,4-diamine (300.5 mg, 0.72 mmol), 2-cyanoacetic acid (92.2 mg, 1.08 mmol), HOAT (196.5 mg, 1.44 mmol) and EDCI (276.5 mg, 1.44 mmol) in a mixture of dichloromethane (20 mL) and N,N-dimethylformamide (5 mL) was added TEA (146.2 mg, 1.45 mmol). The mixture was stirred at room temperature for 1 h then diluted with water (50 mL), and extracted with DCM/MeOH (10/1, 50 mL×3). The combined organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=100/1) to give the product as a yellow solid (156.8 mg, 44.94%).

Provenance & Evidence