Objective

To synthesize 3 Ugi products following the EXPLAN005 . The compound will contribute towards a library for Falcipain2 inhibitors. These compunds were ranked 144, 146, and 147 in the DEXP014-V1B file from D-EXP014.

Procedure

As described in Explan005
Comp ID/ Lib Rank
Aldehyde
Amine
Carboxylic Acid
Isocyanide
Ppt Yes/No
144-1/144
Benzaldehyde (0.25mmol, 25.3uL)
Benzylamine (0.25mmol, uL)
p-chlorobenzoic acid (0.25mmol, 34.1uL)
Tosylmethyl isocyanide (0.25mmol, 38.8mg)
No
144-2/146
3-hydroxybenzaldehyde (0.25mmol, 30.5mg)
Benzylamine (0.25mmol, 27.4uL)
p-chlorobenzoic acid (0.25mmol, 34.1uL)
Tosylmethyl isocyanide (0.25mmol, 38.8mg)
No
144-3/147
Phenanthrene-9-carboxaldehyde (0.25mmol, 42.4uL)
Methylamine (0.25mmol, 12.2uL)
p-chlorobenzoic acid (0.25mmol, 34.1uL)
n-butylisocyanide (0.25mmol, 26.1uL)
No


Results

All results are recorded in the Master Table of all Ugi synthesis attempts

Discussion


Conclusion

Experiment aborted - no results provided.

Log

2007-11-07

15:45: Weighed out p-chlorobenzoic acid, tosylmethyl isocyanide, and 3-hydroxybenzaldehyde on weighing paper
15:50: Added methanol (500uL) into the dram vials, followed by 30 seconds vortexing.
15:53: Added aldehyde into the dram vials, followed by 15 seconds vortexing.
15:55: Added amine into the dram vials, followed by 30 seconds vortexing.
15:57: Added acid into the dram vials followed by 15 seconds vortexing
16:01: Added isocyanide into dram vials followed by 15 seconds vortexing
16:03: Vials were kept in hood overnight

2007-11-08

12:10: Vials were looked at and determined to have no precipitate

Tags

n-butylisocyanide InChI=1/C5H9N/c1-3-4-5-6-2/h3-5H2,1H3
phenanthrene-9-carboxaldehydeInChI=1/C15H10O/c16-10-12-9-11-5-1-2-6-13(11)15-8-4-3-7-14(12)15/h1-10H
benzylamineInChI=1/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2
tosylmethylisocyanide InChI=1/C9H9NO2S/c1-8-3-5-9(6-4-8)13(11,12)7-10-2/h3-6H,7H2,1H3
p-chlorobenzoic acid InChI=1/C7H5ClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)/f/h9H
3-hydroxybenzaldehyde InChI=1/C7H6O2/c8-5-6-2-1-3-7(9)4-6/h1-5,9H
benzaldehyde InChI=1/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H
methylamine InChI=1/CH5N/c1-2/h2H2,1H3