Diisopropylethylamine → HCID 59408779, compound

Participants

Reaction Steps

5-Amino-1-(tetrahydro-2H-pyran-2-yl)-N-(1-(tetrahydro-2H-pyran-2-yl)-5-p-tolyl-1H-pyrazol-3-yl)-1H-pyrazole-3-carboxamide (102 mg, 0.23 mmol) was added to a solution of 1-(tetrahydro-2H-pyran-2-yl)-5-p-tolyl-1H-pyrazole-3-carboxylic acid (59 mg, 0.20 mmol), 2-chloro-1-methylpyridinium iodide (79 mg, 0.31 mmol) and N,N′-diisopropylethylamine (105 μL, 0.62 mmol) in DCM (10 mL). The reaction mixture was stirred at room temperature for 16 hrs. The reaction mixture 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, 7:3) and gave 1-(tetrahydro-2H-pyran-2-yl)-N-(1-(tetrahydro-2H-pyran-2-yl)-3-(1-(tetrahydro-2H-pyran-2-yl)-5-p-tolyl-1H-pyrazol-3-ylcarbamoyl)-1H-pyrazol-5-yl)-5-p-tolyl-1H-pyrazole-3-carboxamide (25 mg, 15%).

Provenance & Evidence