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Up to Eclipse 2020-09 (4.17) by using ${file_prompt} in the "Arguments" of a java- run-configuration (.launch), I could select a directory and type in the name of a new, non-existing file (which was then created by my java-Application). In Eclipse 2021-06 (and 2021-09, i.e 4.20 / 4.21) this stopped working: after selecting a directory and entering the name of the to-be-created, non-existing file, Eclipse (i.e the file-chooser-dialog) now complains "file not existing" and refuses to start the application.
Probably regression from bug 571571. The code in org.eclipse.debug.internal.ui.stringsubstitution.FilePrompt simply asks FileDialog to give the selected path. However, there are various tools that use that in different places (and may add extra validation on top) - please provide a simple example which value in which argument exactly is not working anymore.
I'll check if Bug 571571 inadvertently changed this behavior.