TCMDC_ArylPyrrole

 

AEW 81-1 (275 mg, 1.72 mmol, 1 equiv.), EDCI (395 mg, 2.06 mmol, 1.2 equiv.) and HOBt (23 mg, 0.17 mmol, 0.1 equiv.) were stirred in CH2Cl2 (15 mL) and stirred at room temperature for 15 minutes. 4-Aminoantipyrine (238, 1.49 mmol, 1.1 equiv.) was added and the reaction mixture stirred for 16 hours. A saturated aqueous solution of NaHCO3 was added and the the layers were separated and the aqueous layer was extracted with CH2Cl2. Combined organic layers were washed with water, brine and then dried (MgSO4) to give a red/brown tar that didn't dissolve in NMR solvents. Reaction abandonded. Hazard and Risk Assessment See AEW 64-1