Abstract: Automated synthesis approaches have traditionally implemented broad, generalizable reaction conditions, which limit their outputs to combinatorial compound sets. However, to produce diverse and discrete small molecules via automated synthesis, methods must tailor reaction conditions to specific reactants, similar to the way a chemist may set up a reaction at the bench. In turn, this tailoring of reaction conditions can increase confidence in the success of a given reaction instance, provide higher yields, and enable the inclusion of more complex building blocks into the automated synthesis pipeline. Herein, we describe our reaction development approach, providing a defined substrate scope, and the process of automating of reaction development for an automated chemistry platform. This enables automated synthesis of lead-like small molecules, with higher recoveries, to effectively automate multistep synthesis and get a broader coverage of chemical space with an automated chemistry platform.