Diisopropylethylamine → HCID 59408739, compound

Participants

Reaction Steps

5-Tolyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-3-amine (97 mg, 0.38 mmol) was added to a solution of 1-(tetrahydro-2H-pyran-2-yl)-5-nitro-1H-pyrazole-3-carboxylic acid (100 mg, 0.41 mmol), 2-chloro-1-methylpyridinium iodide (145 mg, 0.56 mmol) and N,N′-diisopropylethylamine (193 L, 1.13 mmol) in DCM (10 mL). The reaction mixture was stirred at room temperature for 16 hrs. The reaction was diluted with water and extracted with DCM. The organic layer was washed with brine, dried with Na2SO4 and concentrated. The crude product was purified by silica gel column chromatography (PE-EtOAc, 8:2) and gave 5-nitro-1-(tetrahydro-2H-pyran-2-yl)-N-(1-(tetrahydro-2H-pyran-2-yl)-5-p-tolyl-1H-pyrazol-3-yl)-1H-pyrazole-3-carboxamide (60 mg, 33%).

Provenance & Evidence