Potassium Carbonate → HCID 58097290, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of aryl iodide of Example 1 (493.6 g, 1.202 moles) in toluene (1000 ml) under nitrogen, was added 3-tert-butyl-1H-pyrazol-5-amine (184.2 g, 1.322 moles) followed by trans-N,N′dimethylcyclohexane-1,2-diamine (16.2 g, 0.240 moles), potassium carbonate (348 g, 2.52 moles) and copper (I) iodide (11.6 g, 0.061 moles). The mixture was heated at 111° C. for 16 hours. After this time the reaction was cooled to 20° C., and partitioned with water (1500 ml) and ethyl acetate (1500 ml). The organic phase was sequentially washed with 10% w/v aqueous citric acid solution (1500 ml) and water (1500 ml). Solvent was distilled under reduced pressure and replaced by n-heptane (1500 ml). The solution was cooled to 5° C. granulated for 16 hours. The solid was collected by filtration to give the title compound as a brown solid (334 g, 65%).

Provenance & Evidence