In step 4 (Figure ), we directed our attention to late-stage amination of a set of complex molecules, consisting of small molecule drugs and natural products. The value of the LSF informer library builds on the investigations presented so far, as it introduces further complexity resulting from the interplay of multiple functional groups in a single substrate. A 48 membered LSF informer library was used, this time tested against two solvents, NMP and DCE. Out of these, 11 were considered successful (conversion >10%), with structures confirmed by NMR spectroscopy. Further 4 compounds were not considered successful due to low conversion and/or product decomposition during purification. The value of performing step 2 (DG informer library) and step 3 (functional group tolerance study) of the envisioned workflow (Figure ) was shown already at this stage. Out of the 33 remaining compounds, 14 contained unproductive directing groups and 9 contained amines in their structure. The cause behind the failure of the remaining 10 substrates is proposed to be a combination of steric effects, combination effects of functional groups and presence of unproductive directing groups not included in the directing group informer library.