TCMDC_ArylPyrrole

 

Coupling of hippuric acid and 4-aminoantipyrine using T3P to obtain the glycine benzamide.



Reaction start time: 16.30 08/12/11
Hippuric acid PMY 26-1 (200 mg, 1.12 mmol, 1 equiv.) and 4-aminoantipyrine (250 mg, 1.23 mmol, 1.1 equiv.) were dissolved in pyridine (1 mL) and DMF (1 mL) and cooled in ice/water. 50% T3P in EtOAc (1 mL, 1.7 mmol, 1.5 equiv.) was added after 30 minutes, the reaction was allowed to warm to room temperature and the reaction stirred for 16 hours. 0.5M HCl (10 mL) and EtOAc (10 mL) were added. After approx 10 minutes of stirring, copious white precipitate formed.

Risk and Hazard Assessment:
As for, Synthesis of TCMDC-123812 using T3P (PMY 10-4)

See also:
Synthesis of hippuric acid (PMY 26-1)