Exp146

=Objective= To synthesize 2 Ugi products following the EXPLAN005. The compound will contribute towards a library for Falcipain2 inhibitors. These compunds were ranked 204 and 205 in the [|DEXP014-V1B] file from D-EXP014. = = =Procedure= As described in Explan005 Two Ugi reactions were carried out in 1 dram vials labeled 1and 2. Vial 1 contained Phenanthrene-9-carboxaldehyde (0.25mmol, 51.6mg), t-butylamine(0.25mmol, 24.6uL), Phenylacetic Acid(0.25mmol, 34.0mg), and Tosylmethyl isocyanide (0.25mmol, 38.8mg), added in that order. Vial 2 contained 2-furaldehyde (0.25mmol, 30.5mg), Furfurylamine (0.25mmol, 27.4uL), 2,3 dihydroxybenzoic acid(0.25mmol, 38.5mg), and Tosylmethyl isocyanide (0.25mmol, 38.8mg), added in that order. After each addition, the solution was vortexed for 15s and made sure a homogeneous solution was obtained. The formation or absence of precipitate was noted. The dram vials were left at room temperature.
 * **Comp ID**/ **Lib Rank** || **Aldehyde** || **Amine** || **Carboxylic Acid** || **Isocyanide** || **Ppt Yes/No** ||
 * 146-1/204 || Phenanthrene-9-carboxaldehyde (0.25mmol, 51.6mg) || t-butylamine(0.25mmol, 24.6uL) || Phenylacetic Acid(0.25mmol, 34.0mg) || Tosylmethyl isocyanide (0.25mmol, 38.8mg) || No ||
 * 146-2/205 || 2-furaldehyde (0.25mmol, 30.5mg) || Furfurylamine (0.25mmol, 27.4uL) || 2,3 dihydroxybenzoic acid(0.25mmol, 38.5mg) || Tosylmethyl isocyanide (0.25mmol, 38.8mg) || No ||

=Results= All results are recorded in the [|Master Table of all Ugi synthesis attempts]

= = =Discussion=

= = =Conclusion= Experiment aborted - no results provided. =Log=

2007-11-16
15:47: Weighed out phenylacetic acid, tosylmethyl isocyanide, phenanthrene-9-carboxaldehyde, 2-furaldehyde, and 2,3-dihydroxybenzoic acid on weighing paper 15:50: Added methanol (500uL) into the dram vials, followed by 15 seconds vortexing. 15:52: Added aldehyde into the dram vials, followed by 15 seconds vortexing. 15:55: Added amine into the dram vials, followed by 15 seconds vortexing. 15:58: Added acid into the dram vials followed by 15 seconds vortexing 16:02: Added isocyanide into dram vials followed by 15 seconds vortexing 16:04: Vials were kept in hood overnight

2007-11-19
15:38: Vials were looked at and determined to have no precipitate
 * //next chance you have take a pic - remember to vortex first//**

=Tags= [|phenanthrene-9-carboxaldehyde][|InChI=1/C15H10O/c16-10-12-9-11-5-1-2-6-13(11)15-8-4-3-7-14(12)15/h1-10H] [|tosylmethylisocyanide] [|InChI=1/C9H9NO2S/c1-8-3-5-9(6-4-8)13(11,12)7-10-2/h3-6H,7H2,1H3] [|t-butylamine] [|InChI=1/C4H11N/c1-4(2,3)5/h5H2,1-3H3] [|phenylacetic acid] [|InChI=1/C8H8O2/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3] [|2-furaldehyde] [|InChI=1/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H] [|furfurylamine] [|InChI=1/C5H7NO/c6-4-5-2-1-3-7-5/h1-3H,4,6H2]