Potassium Carbonate → HCID 118235984, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(3-iodobenzyl)pyrrolidin-2-one (5.49 g, 16.8 mmol) in toluene (20 mL) was added N1,N2-dimethylcyclohexane-1,2-diamine (530 μL, 3.40 mmol), 3-(tert-butyl)-1H-pyrazol-5-amine (2.57 g, 18.5 mmol), potassium carbonate (4.64 g, 33.5 mmol) and copper(I) iodide (160 mg, 0.839 mmol), and the reaction mixture was heated to 110° C. for 3 days. The mixture was cooled to RT and was partitioned between water (50 mL) and EtOAc (100 mL). The organic phase was separated and was washed with water (4×50 mL) and then dried and evaporated in vacuo. The residue was purified by flash column chromatography (SiO2, 120 g, 0-50% EtOAc in isohexane, gradient elution) to afford the title compound, Intermediate A16, as a black gum (1.64 g, 30%); Rt 1.43 min (Method 2, acidic); m/z 313 (M+H)+, (ES+).

Provenance & Evidence