TCMDC_ArylPyrrole

 

See also: [blog=1470]Coupling of Boc-Gly-OH and 4-aminoantipyrine (PMY 29-2)[/blog] but with EDCI and HOBt. Procedure:Boc-Gly-OH (400 mg, 2.28 mmol, 1 equiv.), EDCI (524 mg, 2.74 mmol, 1.2 equiv.) and HOBt (30 mg, 0.22 mmol, 0.1 equiv.) were stirred in CH2Cl2 (20 mL) and stirred at room temperature for 15 minutes. 4-Aminoantipyrine (510 mg, 2.54 mmol, 1.1 equiv.) was added and the reaction mixture stirred overnight. 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 an orange/brown oil.  No NMR data recorded - inconclusive result. Data: TLC in 10% MeOH in CH2Cl2 Hazard and Risk Assessment: See [blog=1470]Coupling of Boc-Gly-OH and 4-aminoantipyrine (PMY 29-2)[/blog]