We have conducted a careful curation of literature data retrieved from the Reaxys repository and used it in the design and testing of the automated workflow for determining the regioselectivity of intermolecular Heck reactions. The reaction data is limited to cross-couplings of monosubstituted alkenes with unsaturated halides (or triflates) in the presence of a base and a Pd catalyst. In an attempt to avoid additives that may alter the regioselectivity, we focus on commonly employed precatalysts for obtaining the desired and active Pd(0)-catalyst and excluded reactions using lithium compounds (lists of precatalysts and included/excluded additives are provided in the supporting information).