To synthesize Ugi adducts following the EXPLAN005 . The compounds will contribute toward a library for enoyl reductase inhibitors.


A Ugi reaction was carried out in a 1.5 ml Eppendorf tube. In the tube, methanol (500uL), methylamine (2.0M solution in methanol, 0.25mmol, 125uL), o-tolualdehyde (0.25mmol, 28.9uL), acetic acid (0.25mmol, 14.31uL), and p-toluenesulfonylmethyl isocyanide (0.25mmol, 48.8mg) were added, in that order.
After each addition the solution was vortexed for 15s and made sure a homogeneous solution was obtained. The Eppendorf tube was left at room temperature.



The solution remained clear after adding all of the compounds and allowing it to sit for 24 hours.


A Ugi product was not obtained.



11:00 Weighed Eppendorf tube (0.8228g) and labeled tube 122
11:30 Weighed out p-toluenesulforylmethyl isocyanide (48.8mg)
11:40 Filled tube with methanol (500uL), solution was clear
11:45 Added methylamine to solution (125uL)
11:50 Mechanically mixed on vortex for 15 seconds
11:55 Measured o-tolualdehyde (28.9uL) and added it to solution
12:00 Mechanically mixed on vortex for 15 seconds
12:05 Added acetic acid (14.31uL) to solution
12:10 Mechanically mixed on vortex for 15 seconds
12:15 Added p-toluenesulforylmethyl isocyanide (48.8mg) to solution, solution turned an orange color
12:20 Mechanically mixed on vortex for several minutes until everything was completely dissolved
12:30 Let solution sit undisturbed in the 1.5mL Eppendorf tube


12:30 Observed no precipitate in tube


o-tolualdehyde InChI=1/C9H14/c1-6-7(2)9-4-3-8(6)5-9/h8-9H,3-5H2,1-2H3

include tags for all compounds in this experiment