To synthesize 75 unique Ugi products in half dram vials.





After 24h of starting the reactions, sixteen reactions appear to have formed precipitates. Reaction which involved t-butylisocyanide and cyclohexylisocyanide numbered six each. [From a total of 15 reactions per isocyanide].
Another interesting trend was the reactions which involved 4-(Trifluoromethyl)benzaldehyde (from a total of 5), four formed ppts.
[that is not bad - that should help us with a predictive model - hopefully they are all Ugi products JCB]



14:30 Checked the calibration of micropipettors - a) 100-1000uL, by weighing 1000uL of dispensed water. One mL of micropipettor dispensed water weighed 1000.03 mg, 999.6mg, 999.8mg . b) 10-100uL - by weighing 100uL of dispensed water, recorded as 100.3mg, 100.2mg, 100.2mg
15:00 Made-up a 4M solution of boc-glycine by dissolving 3.5036g of the acid in methanol in a 5mL volumetric flask.
16:00 Weighed and labeled 75 half dram vials (w/o cap)...232-1, 232-2, 232-3....232-75
16:40 Arranged the empty vials in four 4x6 well plates [24, 24, 24, 3] numerically.
17:00 Pipetted out required amount of methanol in to each vial [see spreasheet column 'Methanol added' for the volume added.], while capping each of them following the addition.
18:00 Furfuryl amine was pipetted-out in to the vials [Cedric]. Each vial after the addition of amine was passed along for the corresponding aldehyde addition.
19:00 Now vials were seggregated based on the type of isocyanide to be added, that is in to five group.
19:20 Added boc-glycine (25uL) [Cedric]to the first lot, soon after the addition, t-butyl isocyanide was added to each vial. The vials were vortexed for 30s each, capped tightly and left undisturbed on the bench.
20:30 Added boc-glycine to the second lot (15vials), following which n-butylisocyanide was added, vortexed for 30s, capped and left undisturbed on the bench.


9:15 Added boc-glycine to the third lot (15vials), following which n-pentylisocyanide was added, vortexed for 30s, capped and left undisturbed on the bench.
10:00 Added boc-glycine to the fourth lot (15vials), following which cyclohexylisocyanide was added, vortexed for 30s, capped and left undisturbed on the bench. Some of the vials started forming ppts immediately aftere they were vortexed.
11:00 Added boc-glycine to the fifth lot (15vials), following which 1,1,3,3-tetramethylbutylisocyanide was added, vortexed for 30s, capped and left undisturbed on the bench. Pictures of the vials IMG-1 and IMG-2
12:30 Observed ppts in about 16 vials so far.


10:20 So far only 16 reactions have formed precipitates..a picture of the vials was taken, IMG-UCExp232-3
10:45 All the remaining vials which did not have ppts were vortexed for 15s.


14:30 Another solution has formed ppt, UCExp232-3.
17:00 Added 200uL methanol to the 17 vials containing ppts, vortexed each until the ppt which had mixed-up well with methanol; this some times required breaking-up the solid stuck to the bottom of the vial with a glass pipette.
17:45 The capped vials were left undisturbed, with methanol in them..this was done because atleast three ppts (232-3, 232-12, 232-31) dissolved completely in methanol...and by letting them sit undisturbed may help them recrystallize.
21:00 Interestingly, by adding methanol ppts, most of them appear to have developed nice crystals.