“…Two drug molecules used to treat hypotension and type 2 diabetes, midodrine hydrochloride 37 and saxagliptin, 38 were successfully coupled with quinoline quaternary ammonium salt to provide the quinolylated products 8a and 8b in 72% and 46% yields, respectively. Five peptide molecules, methyl tyroserleutide (liver cancer), 39,40 Val-Cit-PAB-OH (a linker for antibody-drug-conjugation), [41][42][43] oxytocin (improvement of uterine contractions), 44 dermorphin (a μ-opioid receptor agonist), 45 and octreotide (functional gastrointestinal pancreatic endocrine tumors), 46 were reacted to give Table 4 Comparison of different quaternary ammonium salts for N-quinolylation Table 5 N-Quinolylation of some complex molecules and oligopeptides a a Used 2.0 equiv. quinoline quaternary ammonium salt and 1.0 equiv.…”