Results from the proposed workflow are shown in Figure . In addition to specifying the main product reaction outlined in Scheme 2 (query species 6, 7, 9, 10 and 11), catalyst was also supplied to aid in the reaction condition. As shown in Figure , the reaction yielding main product via hydrogenation is ranked highest in maximum relevance score (1.0) and also has the greatest number of hits ( ), as expected. The most relevant analogue reaction (Reaxys® ID 3986739) is an exact match. After accounting for the main product temperature range of 13.0 -60 ℃, the desired impurity reaction leading to disubstituted impurity (and ammonia as a smaller by-product) is ranked first in Figure with a maximum relevance score of 0.77 and only 9 hits. The low number of hits suggests the potential difficulty in generating an adequate training set for conventional ML approaches to successfully predict this impurity. The interpretability of the workflow is demonstrated as the associated analogue reaction with the highest relevance score, 1073006, is shown in Figure together with the extracted template in Figure and suggested impurity reaction leading to disubstituted impurity in Figure . Even though the analogue species differs slightly with respect to query species (aromatic chlorine is present and ether is missing), the reaction also requires 10 and 8, featuring conjugation and hydrogenation of two acetonitrile carrier fragments that lead to as well as ammonia. captioned with a box containing the max relevance score with associated Reaxys® ID in brackets, number of hits and temperature range. The literature-identified impurity reactions are both suggested and boxed in green. Relevant carrier fragments are highlighted in green.