Google search results aren't set in stone. If you're dealing with outdated...

https://victor-wiki.win/index.php/Is_De-indexing_Enough_If_the_Page_Is_Still_Live_on_the_Website%3F

Google search results aren't set in stone. If you're dealing with outdated links or sensitive private data, it’s helpful to understand the distinction between a permanent content removal and simple de-indexing