Exp182

== = = =Objective= To synthesize a [|Ugi Product] following the EXPLAN005 with phenanthrene-9-carboxaldehyde, heptylamine, furoic acid acid and n-butyl isocyanide. The compound will contribute towards a library for Falcipain2 inhibitors. This compounds was ranked 28 in the [|DEXP014-V1B]file from D-EXP014. The purpose of this experiment is to synthesize an anti-malarial compound based on the inhibition of falcipain-2, as described in this [|summary post]. =Procedure= As described in Explan005 This reaction used [|Phenanthrene-9-carboxaldehyde], [|n-Heptylamine], [|n-butyl isocyanide] and [|Furoic acid]. [|HNMR] carboxaldehyde || heptylamine || Furoic acid || n-butylisocyanide || Reagents Insoluble || (density=0.777g/ml) || 0.5mmol, 56.04 || 0.5mmol, 52.3uL (density=0.795g/ml) ||  ||
 * Phenanthrene-9-Carboxaldehyde** (solid from Sigma-Aldrich)
 * ID/ Lib Rank || Solvent || Aldehyde || Amine || Carboxylic Acid || Isocyanide || Ppt Yes/No ||
 * 182/28 || Methanol || Phenanthrene-9-
 * Quantity || 1000uL || 0.5mmol, 103.1mg || 0.5mmol, 74.1uL

Density information found on the Ugi Chemicals Page in Left Navigation Bar.

=Results= Photos taken directly after all the components were charged and vortexed.
 * **182A** ||
 * [[image:Exp182A.JPG width="121" height="82" link="http://usefulchem.wikispaces.com/space/showimage/Exp182A.JPG"]] ||

=Discussion=

=Conclusion= The starting materials are insoluble. =Log=

2008-04-07
13:39- Charged a vial with 1000 ul of methanol. 13:42- Weighed out the Phenanthrene-9-carboxaldehyde. 13:45- Added the heptylamine to the vial. 13:48- Vortexed vial 15 seconds. 13:50- Added the phenanthrene-9-carboxaldehyde. 13:51- Vortexed vial 2 min. No clear solution was obtained. 13:55- Added the furoicic acid. 13:58- Vortexed vial 3 min. No clear solution was obtained. 14:03- Added the n-butyl isocyanide. 14:05- Vortexed 5 min. No clear solution was obtained. 14:12- A photo was taken (**182A**).

=Tags= [|n-butyl isocyanide] [|InChI=1/C5H9N/c1-3-4-5-6-2/h3-5H2,1H3] InChIKey: [|FSBLVBBRXSCOKU]-[|UHFFFAOYAR] [|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] InChIKey: [|QECIGCMPORCORE]-[|UHFFFAOYAE] [|n-Heptylamine] : [|InChI=1/C7H17N/c1-2-3-4-5-6-7-8/h2-8H2,1H3] InChIKey: [|WJYIASZWHGOTOU]-[|UHFFFAOYAD] [|Furoic acid] [|InChI=1/C5H4O3/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7)] InChiKey: [|SMNDYUVBFMFKNZ]-[|UHFFFAOYAH]