Design and synthesis of novel pyrazole based heterotricycles and their derivatization via automated library synthesis

Small molecule heterocycles bearing orthogonal functionality have the potential to deliver diverse structural motifs that aid the drug discovery effort. This work highlights how a readily assembled N ‐hydroxyethyl pyrazole trifluoroborate offers rapid access to architecturally distinct 5‐6‐6 and 5‐7‐6 fused tricyclic compounds. This chemistry is not only amenable to single compound synthesis, but also to high throughput experimentation. It enables easy access to diverse compound arrays with varying physchem and ADME profiles by fully automated library synthesis. The combination of the high throughput experimentation with rapid testing of the compounds in an integrated physchem and ADME profiling workflow allows accelerated design of novel lead compounds in drug discovery projects.