Diisopropylethylamine → HCID 59408738, compound

Participants

Reaction Steps

5-Tolyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-3-amine (compound A, 81 mg, 0.31 mmol) was added to a solution of 1-(tetrahydro-2H-pyran-2-yl)-5-p-tolyl-1H-pyrazole-3-carboxylic acid (100 mg, 0.34 mmol), 2-chloro-1-methylpyridinium iodide (122 mg, 0.47 mmol) and N,N′-diisopropylethylamine (163 μL, 0.94 mmol) in DCM (10 mL). The reaction mixture was stirred at RT for 16 hrs. The reaction mixture was diluted with water and extracted with DCM. The organic layer was washed with brine, dried over Na2SO4 and concentrated. The crude product was purified by silica gel column chromatography (PE-EtOAc, 9:1) and gave 1-(tetrahydro-2H-pyran-2-yl)-N-(1-(tetrahydro-2H-pyran-2-yl)-5-p-tolyl-1H-pyrazol-3-yl)-5-p-tolyl-1H-pyrazole-3-carboxamide (70 mg, 43%).

Provenance & Evidence