Color test for selective detection of secondary amines on resin and in solution.

Resins for solid-phase synthesis give orange to red-brown resin beads selectively when secondary amines are present on the resin when treated with a solution of acetaldehyde and an Fmoc-amino acid in NMP. The method shows good specificity and gives colorless beads when exposed to a variety of other functional groups. Furthermore, the acetaldehyde/Fmoc amino acid method can be used as a selective colorimetric test for secondary amines in solution.

Multistep continuous-flow synthesis in medicinal chemistry: discovery and preliminary structure-activity relationships of CCR8 ligands.

A three-step continuous-flow synthesis system and its application to the assembly of a new series of chemokine receptor ligands directly from commercial building blocks is reported. No scavenger columns or solvent switches are necessary to recover the desired test compounds, which were obtained in overall yields of 49-94%. The system is modular and flexible, and the individual steps of the sequence can be interchanged with similar outcome, extending the scope of the chemistry.