I have long used the “Save to Devonthink3” workflow which I choose in Word under Print / PDF.
For as long as I can recall, the default/proposed filename came up as the title of the Word document. Lately however the default filename is the last filename I manually typed in Word; it does not use the name of the Word file.
Did I change some setting to cause this?
DEVONthink uses the title of the printed PDF by default, see Tools > Inspectors > Info > Properties
I am talking about the situation where a PDF is being created for the first time
I have a Word file already in DT3
I open the Word file using “Open With Microsoft Word”. Correct title of the document appears in Word [“Title I want”].
In Word I do File-Print-Save PDF to DT3
The proposed name that appears in the Save PDF to DT3 dialogue is NOT the same as from Word; instead it is a name of a different Word document I opened earlier this morning (not even the most recent one I opened).
Did you check the printed PDF’s properties, especially the title? Because that’s the default name when printing to DEVONthink 3.
Step 1 - open “This is a test Word File”
Step 2 - From within Word, open the Print dialogue to save it as a PDF in DT3
Step 3 - DT3 proposes a totally different name for the brand new PDF file
Final result- My new PDF file has a name which does not match the Word file from which it was created
And after a machine reboot? I’m seeing no issue here. Printing to PDF from Word is using the filename and prefixing with Microsoft Word –.
Which is the title according to the printed PDF’s properties (see last screenshot) and therefore working as expected, at least for DEVONthink. But no idea whether this is an issue of Word or of macOS as DEVONthink just uses the received PDF but doesn’t change it.
Machine reboot fixed it - thank you
Who knows why it did that
No idea at this point but we recommend rebooting devices – both Mac and mobile – at least once a week.
I remember those mythical times when you only had to restart your Mac after an update, which happened very rarely. 
